1. A compound of formula (I),
wherein:
R1 to R5 independently of one another represent hydrogen, OH, halogen, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, NMe2, SCH3 or C1-C2-haloalkoxy,
where exactly one of the radicals R2 and R3 represents a group of the formula E1, E2 or E3,
wherein:
Y represents a direct bond, C\u2550O or a C1-C3-alkylene chain substituted by straight-chain or branched C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxyalkyl,
Z represents sulphur or oxygen,
L1 represents an unsubstituted or substituted C1- to C4-alkylene chain or a C2- to C4-alkenyl chain,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents, independently of one another selected from the list below:
hydrogen, hydroxyl, oxo, straight-chain or branched C1-C4-alkyl, straight-chain or branched C1-C4-alkoxyalkyl, CH2OH, straight-chain or branched C1-C4-alkoxycarbonyl, straight-chain or branched C1-C4-alkoxy-C1-C4-alkyl, straight-chain or branched phenyl or benzyl,
or
two substituents attached to two adjacent carbon atoms of the alkylene chain together with these two carbon atoms form
a 5- or 6-membered unsubstituted or substituted saturated carbocycle,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, optionally branched C1-C4-alkyl, optionally branched C1-C4-alkoxy or optionally branched C1-C4-haloalkyl,
or
a 5- or 6-membered unsubstituted or substituted saturated heterocycle which contains an oxygen atom or a sulphur atom,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, optionally branched C1-C4-alkyl, optionally branched C1-C4-alkoxy or optionally branched C1-C4-haloalkyl,
or
an unsubstituted or substituted phenyl ring,
where the substituents independently of one another are selected from the list below:
hydrogen, halogen, CN, SCH3, NO2, optionally branched C1-C4-alkyl, optionally branched C1-C4-alkoxy, optionally branched C1-C4-alkylcarbonyl, optionally branched C1-C4-haloalkyl, optionally branched C1-C4-haloalkoxy,
L2 is an unsubstituted or substituted C1- to C4-alkylene chain, a C2- to C4-alkenyl chain or a 1,3-linked cyclopentyl (3-oxo-2-azabicyclo2.2.1hept-2-yl) or a C1- to C4-alkylene chain interrupted by a heteroatom selected from the group consisting of oxygen, sulphur and nitrogen,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, hydroxyl, CH2OH, cyano, halogen, straight-chain or branched C1-C4-alkyl, straight-chain or branched C1-C4-haloalkyl, straight-chain or branched C1-C4-alkoxyalkyl, straight-chain or branched C1-C4-alkoxycarbonyl, straight-chain or substituted phenyl or benzyl, an optionally alkyl-substituted C2-C5-alkyl chain which may contain up to one oxygen, an optionally alkyl-substituted C3-C5-alkenyl chain,
R6 represents hydrogen, Me, C1-C4-alkylcarbonyl, CHO, C1-C4-alkoxy-C1-C4-alkylcarbonyl, C1-C4-alkoxy-C1-C4-alkyl, straight-chain or branched C1-C4-alkoxycarbonyl, COOBn, C1-C4-haloalkylcarbonyl, C2-C3-alkenyl, C2-C3-alkynyl, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, unsubstituted or substituted benzyl, C1-C4-trialkylsilyl, C1-C4-trialkylsilylethyl or C1-C4-dialkylmonophenylsilyl,
where the substituents independently of one another are selected from the group consisting of hydrogen, halogen, nitro, C1-C4-alkyl, C1-C4-alkoxy, hydroxyl, C1-C4-haloalkyl and cyano,
R7 represents hydrogen, cyano, C1-C3-alkyl or C1-C3-haloalkyl,
R8 represents halogen, cyano, C1-C2-haloalkyl, methyl, SMe, SOMe or SO2Me,
R9 represents hydrogen, straight-chain or branched C1-C3-alkyl, 2-methoxyethan-1-yl, prop-2-en-1-yl, C1-C4-alkoxy(C1-C4)alkyl, straight-chain or branched (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, unsubstituted or substituted benzyl, C1-C6-trialkylsilyl, C1-C4-trialkylsilylethyl, C1-C4-dialkylmonophenylsilyl, (C1-C4-alkoxy)carbonyl, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphinyl or C1-C6-haloalkylsulphonyl,
where the substituents independently of one another are selected from the group consisting of hydrogen, halogen, nitro, C1-C4-alkyl, C1-C4-alkoxy, hydroxyl, C1-C4-haloalkyl and cyano,
R10 represents straight-chain or branched unsubstituted or substituted C1-C7-alkyl, straight-chain or branched unsubstituted or substituted C2-C7-haloalkyl, unsubstituted or substituted C3-C7-cycloalkyl, straight-chain or branched unsubstituted or substituted C3-C7-cycloalkyl(C1-C3)alkyl, straight-chain or branched unsubstituted or substituted C3-C7-alkenyl, straight-chain or branched unsubstituted or substituted C3-C7-alkynyl, straight-chain or branched unsubstituted or substituted C1-C4-alkoxy(C1-C4)alkyl, straight-chain or branched unsubstituted or substituted C1-C4-haloalkoxy(C1-C4)alkyl, 2-methyl-1-(methylsulphanyl)propan-2-yl or oxetan-3-yl,
or
R9 and R10 together with the nitrogen atom to which they are attached form an unsubstituted or substituted 3- to 7-membered saturated cycle which may contain up to one further heteroatom selected from the group consisting of oxygen, sulphur and nitrogen,
where the substituents R10 independently of one another are selected from the group consisting of methyl, ethyl, isopropyl, cyclopropyl, fluorine, chlorine andor bromine atoms, methoxy, ethoxy, methylmercapto, ethylmercapto, cyano, hydroxyl and CF3,
and also agrochemically active salts thereof.
2. The compound of formula (I) according to claim 1 wherein:
R1 to R5 independently of one another represent hydrogen, OH, Cl, F, Br, CH3, CF3, ethyl, OCH3, SCH3, OCF2H or OCF3,
where exactly one of the radicals R2 and R3 represents a group of the formula E1, E2 or E3
wherein:
Y represents a direct bond or \u2014CH2\u2014, \u2014CH2CH2\u2014, \u2014CH(CH3)CH2\u2014, \u2014CH2CH(CH3)\u2014, \u2014CHMe-, \u2014CHOMe-, \u2014CHCF3\u2014 or C\u2550O,
Z represents sulphur or oxygen,
L1 represents an unsubstituted or substituted C1- to C4-alkylene chain or a C2 to C4-alkenyl chain,
where the double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, methyl, ethyl, hydroxyl, oxo, methoxy, OCH2CH3, OC(CH3)3, OCH(CH3)2, O-propyl, O-butyl, COOCH3, COOCH2CH3, COOC(CH3)3, COOPr, COOCH(CH3)2, CH2OH, CH2OCH3, CH2OCH2CH3, CH2CH(CH3)2, CH2C(CH3)3, phenyl or benzyl,
or
two substituents attached to two adjacent carbon atoms of the alkylene chain together with these two carbon atoms form
a 5- to 6-membered unsubstituted or substituted saturated carbocycle,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, methyl, ethyl, propyl, isopropyl, tert-butyl, methoxy, ethoxy, propoxy, CF3 or CHF2,
or
a 5- or 6-membered unsubstituted or substituted saturated heterocycle which contains one oxygen atom or one sulphur atom,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, methyl, ethyl, propyl, isopropyl, tert-butyl, methoxy, ethoxy, propoxy, CF3 or CHF2,
or
an unsubstituted or substituted phenyl ring,
where the substituents independently of one another are selected from the list below:
hydrogen, chlorine, fluorine, CN, NO2, methyl, ethyl, propyl, isopropyl, tert-butyl, methoxy, ethoxy, propoxy, CF3, CHF2, OCF3, OCHF2, CO\u2014CH3 or COCH2CH3,
L2 is an unsubstituted or substituted C1- to C4-alkylene chain, a C2- to C4-alkenyl chain or a 1,3-linked cyclopentyl (3-oxo-2-azabicyclo2.2.1hept-2-yl) or a C1- to C4-alkylene chain which is interrupted by a heteroatom selected from the group consisting of oxygen, sulphur and nitrogen,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, fluorine, chlorine, methyl, ethyl, propyl, isopropyl, tert-butyl, cyano, CF3, hydroxyl, methoxy, O-propyl, O-isopropyl, O-butyl, O-tert-butyl, COOCH3, COOCH2CH3, COOC(CH3)3, COOCH(CH3)2, COOPr, COOBu, OCH2CH3, CH2OH, CH2OMe, CH2OEt, CH2C(CH3)3, CH2CH(CH3)2, phenyl, benzyl, \u2014CH2OCH2CH2\u2014, \u2014CH(CH3)OCH2CH2\u2014, \u2014CH2OCH(CH3)CH2\u2014, \u2014CH2OCH2CH(CH3)\u2014, \u2014CHC(OCH3)CH2\u2014, \u2014C(CH2CH3)C(CH3)CH2\u2014, \u2014C(CH2CH3)C(CH2CH3)CH2\u2014, C(CH3)C(CH3)CH2\u2014, \u2014CH\u2550CH\u2550CH\u2550CH\u2014 or \u2014C(CH3)\u2550CH\u2550CH\u2550CH\u2014,
R6 represents hydrogen, Me, COMe, CHO, COCH2OCH3, CH2OCH3, COOMe, COOEt, COOtertBu, COOBn, COCF3, CH2CH\u2550CH2, CH2C\u2261CH, SOCH3, SO2CH3 or benzyl,
R7 represents hydrogen, cyano, methyl, CF3 or CFH2,
R8 represents chlorine, bromine, fluorine, iodine, cyano, CF3, CFH2, CF2H, CCl3, methyl, SMe, SOMe or SO2Me,
R9 represents hydrogen, methyl, ethyl, propyl, propan-2-yl, 2-methoxyethan-1-yl, prop-2-en-1-yl, CH2OCH3, COMe, COOMe, COOEt, COOtertBu, COCF3 or benzyl,
R10 represents straight-chain or branched unsubstituted or substituted C1-C6-alkyl, straight-chain or branched unsubstituted or substituted C3-C6-cycloalkyl(C1-C2)alkyl, unsubstituted or substituted C3-C6-cycloalkyl, straight-chain or branched unsubstituted or substituted C3-C4-alkenyl, straight-chain or branched unsubstituted or substituted C3-C4-alkynyl, straight-chain or branched unsubstituted or substituted C2-C4-haloalkyl, straight-chain or branched unsubstituted or substituted C1-C2-alkoxy(C1-C4)alkyl, straight-chain or branched unsubstituted or substituted C1-C2-alkylmercapto(C1-C4)alkyl or oxetan-3-yl,
where the substituents in R10 independently of one another are selected from the group consisting of methyl, ethyl, isopropyl, cyclopropyl, fluorine, chlorine andor bromine atoms, methoxy, ethoxy, methylmercapto, ethylmercapto, cyano, hydroxyl and CF3,
or
R9 and R10 together with the nitrogen atom to which they are attached form an azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, azepanyl, 4-methylpiperazin-1-yl, 2-methylpiperidin-1-yl, 2-methylpyrrolidin-1-yl, 2-methylazetidin-1-yl or thiomorpholinyl ring,
and also agrochemically active salts thereof.
3. The compound of formula (I) according to claim 1 wherein:
R1 to R5 independently of one another represent hydrogen, OH, Cl, F, CH3, CF3, ethyl, OCH3 or OCF3,
where exactly one of the radicals R2 and R3 represents a group of the formula E1, E2 or E3,
wherein:
Y represents a direct bond or \u2014CH2\u2014, \u2014CH2CH2\u2014, \u2014CHMe-, \u2014CHEt-, \u2014CHOMe-, \u2014CHCF3\u2014 or C\u2550O,
Z represents sulphur or oxygen,
L1 represents an unsubstituted or substituted C1- to C4-alkylene chain or a C2- to C4-alkenyl chain,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, methyl, ethyl, hydroxyl, oxo, methoxy, OCH2CH3, OC(CH3)3, OCH(CH3)2, COOCH3, COOCH2CH3, COOC(CH3)3, CH2OH, CH2OCH3, CH2CH(CH3)2 or phenyl,
or
two substituents attached to two adjacent carbon atoms of the alkylene chain together with these two carbon atoms form
a 5- or 6-membered unsubstituted or substituted saturated carbocycle,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, methyl, ethyl, propyl, methoxy, ethoxy or CF3,
or
a 5- or 6-membered unsubstituted or substituted saturated heterocycle which contains an oxygen atom or a sulphur atom,
where the substituents independently of one another are selected from the list below:
hydrogen, fluorine, methyl, ethyl, tert-butyl, methoxy, ethoxy or CF3,
or
an unsubstituted or substituted phenyl ring,
where the substituents independently of one another are selected from the list below:
hydrogen, chlorine, fluorine, CN, methyl, ethyl, tert-butyl, methoxy, CF3 or CO\u2014CH3,
L2 represents an unsubstituted or substituted C1- to C4-alkylene chain or a C2- to C4-alkenyl chain or a 1,3-linked cyclopentyl (3-oxo-2-azabicyclo2.2.1hept-2-yl) or a C1- to C4-alkylene chain which is interrupted by a heteroatom selected from the group consisting of oxygen, sulphur and nitrogen,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, fluorine, chlorine, methyl, ethyl, propyl, isopropyl, tert-butyl, cyano, CF3, hydroxyl, methoxy, O-propyl, COOCH3, COOCH2CH3, COOC(CH3)3, COOCH(CH3)2, OCH2CH3, CH2OH, CH2CH(CH3)2, phenyl, \u2014CH2OCH2CH2\u2014, \u2014CHC(OCH3)CH2\u2014, \u2014C(CH2CH3)C(CH3)CH2\u2014 or \u2014CH\u2550CH\u2550CH\u2550CH\u2014,
R6 represents hydrogen, Me, COMe, CHO, COCH2OCH3, CH2OCH3, COOMe, COOEt, COCF3, CH2CH\u2550CH2, CH2C\u2261CH, SOCH3 or SO2CH3,
R7 represents hydrogen, cyano, methyl, CF3 or CFH2,
R8 represents chlorine, bromine, fluorine, iodine, cyano, CF3, CFH2, CF2H, CCl3, methyl, SMe, SOMe or SO2Me,
R9 represents hydrogen, methyl, ethyl, propyl, propan-2-yl, 2-methoxyethan-1-yl, prop-2-en-1-yl, CH2OCH3, COMe, COOMe, COOEt, COOtertBu, COCF3 or benzyl,
R10 represents methyl, ethyl, propyl, cyclopropyl, cyclopropylmethyl, 1-cyclopropyleth-1-yl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,2-dimethylprop-1-yl, tert-butyl, cyclobutyl, 2-methylcyclobut-1-yl, 3-methylcyclobut-1-yl, butyl, 3-methylbut-1-yl, 2-methylbut-1-yl, 2-methylprop-1-yl, 1-fluoroprop-2-yl, cyclopentyl, propan-2-yl, pentan-3-yl, pentan-2-yl, pentyl, prop-2-en-1-yl, prop-2-yn-1-yl, butan-2-yl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-methoxyethan-1-yl, 2-methylmercaptoethan-1-yl, 2-fluoroethan-1-yl, 2-chloroethan-1-yl, 2-cyanoethan-1-yl, 1-methoxypropan-2-yl, 3-methoxypropan-1-yl, 2-hydroxyethan-1-yl, 1-hydroxypropan-2-yl, 3-hydroxypropan-1-yl, 1-methylmercaptopropan-2-yl, 2-methyl-1-(methylsulphanyl)propan-2-yl, oxetan-3-yl, 1,1,1-trifluoropropan-2-yl, 2,2,3,3,3-pentafluoropropyl, 1,1,1-trifluoropropan-3-yl, 1,1,1-trifluorobutan-2-yl, 1,1,1-trifluorobutan-3-yl, 2-methylprop-2-en-1-yl or 1-fluoropropan-2-yl
or
R9 and R10 together with the nitrogen atom to which they are attached represent an azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, azepanyl, 4-methylpiperazin-1-yl, 2-methylpiperidin-1-yl, 2-methylpyrrolidin-1-yl, 2-methylazetidin-1-yl or thiomorpholinyl ring,
and also agrochemically active salts thereof.
4. The compound of formula (I) according to claim 1 wherein:
R1 to R5 independently of one another represent hydrogen, OH, Cl, F, CH3 or OCF3, where exactly one of the radicals R2 and R3 represents a group of the formula E1, E2 or E3
wherein:
Y represents a direct bond or \u2014CH2\u2014, \u2014CH2CH2\u2014, \u2014CHMe-, \u2014CHCF3\u2014 or C\u2550O,
Z represents sulphur or oxygen,
L1 represents an unsubstituted or substituted C2- to C3-alkylene chain or a C2- to C3-alkenyl chain,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, methyl, ethyl, hydroxyl, oxo, methoxy, OCH2CH3, COOCH3, COOCH2CH3, CH2OH, CH2CH(CH3)2 or phenyl,
or
two substituents attached to two adjacent carbon atoms of the alkylene chain together with these two carbon atoms form
a 5- or 6-membered unsubstituted saturated carbocycle,
or
a 5- or 6-membered unsubstituted saturated heterocycle which contains one oxygen atom,
or
an unsubstituted phenyl ring,
L2 represents an unsubstituted or substituted C2- to C3-alkylene chain or a C2- to C3-alkenyl chain or a 1,3-linked cyclopentyl (3-oxo-2-azabicyclo2.2.1hept-2-yl) or a C1- to C2-alkylene chain which is interrupted by a heteroatom selected from the group consisting of oxygen, sulphur and nitrogen,
where double bonds are not cumulated and
where the individual carbon atoms may carry one or more substituents independently of one another selected from the list below:
hydrogen, methyl, ethyl, cyano, CF3, isopropyl, hydroxyl, methoxy, COOCH3, COOCH2CH3, OCH2CH3, CH2OH, CH2CH(CH3)2, phenyl, \u2014CH2OCH2CH2\u2014CHC(OCH3)CH2\u2014, \u2014C(CH2CH3)C(CH3)CH2\u2014 or \u2014CH\u2550CH\u2550CH\u2550CH\u2014,
R6 represents hydrogen, Me, COMe, CHO or COCH2OCH3,
R7 represents hydrogen,
R8 represents chlorine, bromine, fluorine, iodine, cyano, CF3, SMe, SOMe or SO2Me,
R9 represents hydrogen, methyl, ethyl, propyl, propan-2-yl, 2-methoxyethan-1-yl or prop-2-en-1-yl,
R10 represents methyl, ethyl, propyl, cyclopropyl, cyclopropylmethyl, 1-cyclopropyleth-1-yl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,2-dimethylprop-1-yl, tert-butyl, cyclobutyl, 2-butyl, 3-methylbut-1-yl, 2-methylbut-1-yl, 2-methylprop-1-yl, 1-fluoroprop-2-yl, cyclopentyl, propan-2-yl, pentan-3-yl, pentan-2-yl, pentyl, prop-2-en-1-yl, prop-2-yn-1-yl, butan-2-yl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-methoxyethan-1-yl, 2-methylmercaptoethan-1-yl, 2-fluoroethan-1-yl, 2-chloroethan-1-yl, 2-cyanoethan-1-yl, 1-methoxypropan-2-yl, 3-methoxypropan-1-yl, 2-hydroxyethan-1-yl, 1-hydroxypropan-2-yl, 3-hydroxypropan-1-yl, 1-methylmercaptopropan-2-yl, 2-methyl-1-(methylsulphanyl)propan-2-yl, oxetan-3-yl, 1,1,1-trifluoropropan-2-yl, 2,2,3,3,3-pentafluoropropyl, 1,1,1-trifluoropropan-3-yl, 1,1,1-trifluorobutan-2-yl, 1,1,1-trifluorobutan-3-yl, 2-methylprop-2-en-1-yl or 1-fluoropropan-2-yl
or
R9 and R10 together with the nitrogen atom to which they are attached form an azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, azepanyl, 4-methylpiperazin-1-yl, 2-methylpiperidin-1-yl, 2-methylpyrrolidin-1-yl, 2-methylazetidin-1-yl or thiomorpholinyl ring,
and also agrochemically active salts thereof.
5. The compound of the formula (I) according to claim 1 wherein:
R1 represents hydrogen or OH,
R2 represents hydrogen, (2,5-dioxopyrrolidin-1-yl)methyl, (2-oxopyrrolidin-1-yl)carbonyl, (3-methyl-2-oxopyrrolidin-1-yl)methyl, 1-(2,5-dioxopyrrolidin-1-yl)-2,2,2-trifluoroethyl, (2R)-2-(ethoxycarbonyl)-5-oxopyrrolidin-1-yl, (2S)-2-(ethoxycarbonyl)-5-oxopyrrolidin-1-yl, 2-(ethoxycarbonyl)-5-oxopyrrolidin-1-yl, (2R)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl, (2S)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl, 2-(hydroxymethyl)-5-oxopyrrolidin-1-yl, 2,5-dioxopyrrolidin-1-yl, 2-ethoxy-5-oxopyrrolidin-1-yl, (2R)-2-methyl-5-oxopyrrolidin-1-yl, (2S)-2-methyl-5-oxopyrrolidin-1-yl, 2-oxo-1,3-oxazolidin-3-yl, (4R)-2-oxo-4-(propan-2-yl)-1,3-oxazolidin-3-yl, (4S)-2-oxo-4-(propan-2-yl)-1,3-oxazolidin-3-yl, 2-oxo-4-(propan-2-yl)-1,3-oxazolidin-3-yl, 2-oxo-4-phenyl-1,3-oxazolidin-3-yl, 2-oxo-5-phenylpyrrolidin-1-yl, 2-oxoazepan-1-yl, 2-oxopiperidin-1-yl, 2-oxopyridin-1(2H)-yl, 2-oxopyrrolidin-1-yl, 2-thioxopyrrolidin-1-yl, 3,3-dimethyl-2,5-dioxopyrrolidin-1-yl, 3,3-dimethyl-2-oxoazetidin-1-yl, 3,5-dimethyl-2-oxopyrrolidin-1-yl, (3R,5R)-3,5-dimethyl-2-oxopyrrolidin-1-yl, (3R,5S)-3,5-dimethyl-2-oxopyrrolidin-1-yl, 3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl, (3R)-3-hydroxy-2-oxopyrrolidin-1-yl, (3S)-3-hydroxy-2-oxopyrrolidin-1-yl, 3-hydroxy-2-oxopyrrolidin-1-yl, 3-methyl-2,5-dioxopyrrolidin-1-yl, (3R)-3-methyl-2-oxopyrrolidin-1-yl, (3S)-3-methyl-2-oxopyrrolidin-1-yl, 3-methyl-2-oxopyrrolidin-1-yl, 3-oxomorpholin-4-yl, 4-(2-methylpropyl)-2-oxo-1,3-oxazolidin-3-yl, 4-(methoxycarbonyl)-2-oxopyrrolidin-1-yl, 4-ethyl-2-oxo-1,3-oxazolidin-3-yl, (4R)-4-hydroxy-2-oxopyrrolidin-1-yl, (4S)-4-hydroxy-2-oxopyrrolidin-1-yl, 4-hydroxy-2-oxopyrrolidin-1-yl, 4-methoxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl, (4R)-4-methyl-2-oxo-1,3-oxazolidin-3-yl, (4S)-4-methyl-2-oxo-1,3-oxazolidin-3-yl, 4-methyl-2-oxo-1,3-oxazolidin-3-yl, 4-methyl-2-oxopyrrolidin-1-yl, 5-ethyl-3-methyl-2-oxopyrrolidin-1-yl, 4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl, 5-methyl-2-oxo-1,3-oxazolidin-3-yl, 5,5-dimethyl-2-oxo-1,3-oxazolidin-3-yl, 2-ethyl-5-oxopyrrolidin-1-yl, 2-oxo-5-(propan-2-yl)pyrrolidin-1-yl, 2-oxo-3-(trifluoromethyl)pyrrolidin-1-yl, 3,3-dimethyl-2-oxopyrrolidin-1-yl, 3,3-dimethyl-2,5-dioxopyrrolidin-1-yl, 3,3-dimethyl-2-oxo-5-thioxopyrrolidin-1-yl, 3-cyano-2-oxopyrrolidin-1-yl, 3-oxo-2-azabicyclo2.2.1hept-2-yl, 1,3-dioxooctahydro-2H-isoindol-2-yl, 1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl or 2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl,
R3 represents hydrogen, 2-oxo-1,3-oxazolidin-3-yl, 2-oxopyrrolidin-1-yl, 4-methyl-2-oxo-1,3-oxazolidin-3-yl, OCF3, fluorine, methyl or chlorine,
where R2 and R3 are not both hydrogen,
with the proviso that, if R2 is not hydrogen,
R3 can only have one of the meanings below:
hydrogen, OCF3 fluorine, methyl or chlorine,
R4 represents hydrogen or CH3,
R5 represents hydrogen,
R6 represents hydrogen, Me, COMe, CHO or COCH2OCH3,
R7 represents hydrogen,
R8 represents chlorine, bromine, fluorine, iodine, cyano, CF3, SMe, SOMe or SO2Me,
R9 represents hydrogen, methyl, ethyl, propyl, propan-2-yl, 2-methoxyethan-1-yl or prop-2-en-1-yl,
R10 represents methyl, ethyl, propyl, cyclopropyl, cyclopropylmethyl, 1-cyclopropyleth-1-yl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,2-dimethylprop-1-yl, tert-butyl, cyclobutyl, 2-butyl, 3-methylbut-1-yl, 2-methylbut-1-yl, 2-methylprop-1-yl, 1-fluoroprop-2-yl, cyclopentyl, propan-2-yl, pentan-3-yl, pentan-2-yl, pentyl, prop-2-en-1-yl, prop-2-yn-1-yl, butan-2-yl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-methoxyethan-1-yl, 2-methylmercaptoethan-1-yl, 2-fluoroethan-1-yl, 2-chloroethan-1-yl, 2-cyanoethan-1-yl, 1-methoxypropan-2-yl, 3-methoxypropan-1-yl, 2-hydroxyethan-1-yl, 1-hydroxypropan-2-yl, 3-hydroxypropan-1-yl, 1-methylmercaptopropan-2-yl, 2-methyl-1-(methylsulphanyl)propan-2-yl, oxetan-3-yl, 1,1,1-trifluoropropan-2-yl, 2,2,3,3,3-pentafluoropropyl, 1,1,1-trifluoropropan-3-yl, 1,1,1-trifluorobutan-2-yl, 1,1,1-trifluorobutan-3-yl, 2-methylprop-2-en-1-yl or 1-fluoropropan-2-yl,
or
R9 and R10 together with the nitrogen atom to which they are attached represent an azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, azepanyl, 4-methylpiperazin-1-yl, 2-methylpiperidin-1-yl, 2-methylpyrrolidin-1-yl, 2-methylazetidin-1-yl or thiomorpholinyl ring,
and also agrochemically active salts thereof.
6. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to claim 1, and one or more extenders, surfactants or a combination thereof.
7. (canceled)
8. A method for controlling phytopathogenic harmful fungi, comprising applying the compound of formula (I) according to claim 1 to one or more phytopathogenic harmful fungi, their habitat or a combination thereof.
9. A process for preparing a composition for controlling phytopathogenic harmful fungi, comprising mixing the compound of formula (I) according to claim 1 with one or more extenders, surfactants or a combination thereof.
10. A process for preparing the compound of the formula (I) according to the invention
comprising at least one of steps (a) to (d) below:
(a) reacting a compound of formula (III) with a compound of formula (II) in the presence of a base, if appropriate in the presence of a solvent, if appropriate in the presence of a catalyst, to give a compound of formula (V), according to the reaction scheme below:
where Hal=F, Cl, Br or I;
(b) reacting the compound of formula (V) with a compound of formula (IV), if appropriate in the presence of an acid, if appropriate in the presence of a solvent, according to the reaction scheme below:
where Hal=F, Cl, Br or I;
(c) reacting the compound of formula (III) with the compound of formula (IV) in the presence of a solvent and a catalyst, to give a compound of formula (VI), according to the reaction scheme below:
(d) reacting a compound of formula (VI) with the compound of formula (II) in the presence of a base, if appropriate in the presence of a solvent, if appropriate in the presence of a catalyst, to give the compound of formula (I), according to the reaction scheme below:
where the definitions of the radicals R1 to R10 in the above schemes correspond to the definitions according to claim 1 and Hal represents F, Cl, Br or I.
11. The compound of formula (VI)
in which the symbols have the meanings below:
R1 to R8 have meanings according to claim 1 and
Hal represents fluorine, chlorine, bromine or iodine.
12. A compound of formula (VIIa)
wherein:
Y represents a direct bond,
Hal represents bromine or iodine,
R1 and R5 represent hydrogen,
R3 and R6 to R10 having meanings according to claim 1.
13. A compound of formula (VIIb)
wherein:
Y represents a direct bond,
Hal represents bromine or iodine,
R1 and R5 represent hydrogen,
R2 and R6 to R10 have the meanings according to claim 1.
14. The compound of formula (V)
wherein:
R7 represents hydrogen,
and, if
R8 represents CF3, CFH2 or CF2H,
Hal represents F, Cl, Br or I,
R9 represents hydrogen, ethyl, propyl, propan-2-yl, 2-methoxyethan-1-yl, prop-2-en-1-yl, CH2OCH3, COMe, COOMe, COOEt, COOtertBu, COCF3 or benzyl,
R10 represents ethyl, propyl, cyclopropyl, cyclopropylmethyl, 1-cyclopropyleth-1-yl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, 2,2-dimethylprop-1-yl, tert-butyl, cyclobutyl, 2-methylcyclobut-1-yl, 3-methylcyclobut-1-yl, butyl, 3-methylbut-1-yl, 2-methylbut-1-yl, 2-methylprop-1-yl, 1-fluoroprop-2-yl, cyclopentyl, propan-2-yl, pentan-3-yl, pentan-2-yl, pentyl, prop-2-en-1-yl, butan-2-yl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-methoxyethan-1-yl, 2-methylmercaptoethan-1-yl, 2-fluoroethan-1-yl, 2-chloroethan-1-yl, 2-cyanoethan-1-yl, 1-methoxypropan-2-yl, 3-methoxypropan-1-yl, 1-methylmercaptopropan-2-yl, 2-methyl-1-(methylsulphanyl)propan-2-yl, oxetan-3-yl, 1,1,1-trifluoropropan-2-yl, 2,2,3,3,3-pentafluoropropyl, 1,1,1-trifluoropropan-3-yl, 1,1,1-trifluorobutan-2-yl, 1,1,1-trifluorobutan-3-yl, 2-methylprop-2-en-1-yl or 1-fluoropropan-2-yl,
or
R9 and R10 together with the nitrogen atom to which they are attached form an unsubstituted or substituted 3- to 7-membered saturated cycle which may contain up to one further heteroatom,
where the substituents independently of one another are selected from the group consisting of methyl, fluorine, chlorine andor bromine atoms, cyano, hydroxyl, methoxy, CF3,
and where the heteroatoms are selected from the group consisting of oxygen, sulphur and nitrogen.
15. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to claim 2, and one or more extenders, surfactants or a combination thereof.
16. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to claim 3, and one or more extenders, surfactants or a combination thereof.
17. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to claim 4, and one or more extenders, surfactants or a combination thereof.
18. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to claim 5, and one or more extenders, surfactants or a combination thereof.
19. A method for controlling phytopathogenic harmful fungi, comprising applying the one compound of formula (I) according to claim 2 to one or more phytopathogenic harmful fungi, their habitat or a combination thereof.
20. A method for controlling phytopathogenic harmful fungi, comprising applying the one compound of formula (I) according to claim 3 to one or more phytopathogenic harmful fungi, their habitat or a combination thereof.
21. A method for controlling phytopathogenic harmful fungi, comprising applying the one compound of formula (I) according to claim 4 to one or more phytopathogenic harmful fungi, their habitat or a combination thereof.
22. A method for controlling phytopathogenic harmful fungi, comprising applying the one compound of formula (I) according to claim 5 to one or more phytopathogenic harmful fungi, their habitat or a combination thereof.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A method comprising:
generating, by a computing device, a guideline for a patient using a selected treatment plan related to a medical condition, the guideline including a set of treatment steps defined by the treatment plan;
automatically populating, by the computing device, a first portion of the set of treatment steps with information from a set of medical records;
receiving, by the computing device, input from one or more users regarding a second portion of the set of treatment steps, the input from the one or more users related to treatment with regard to the second portion of the set of treatment steps;
populating, by the computing device, the second portion of the set of treatment steps with information based on the received input;
determining, by the computing device, a plurality of treatment steps in the set of treatment steps for the treatment plan, the plurality of treatment steps including information based on the automatically populated medical information or the received input;
calculating, by the computing device, a rating score that quantifies a level of adherence to the treatment plan, wherein the rating score combines individual rating scores for the plurality of treatment steps of treatment plan into a single score based on information for the plurality of treatment steps; and
outputting, by the computing device, the rating score.
2. The method of claim 1, wherein the rating score is based on an analysis of information for the plurality of treatment steps.
3. The method of claim 2, wherein the rating score quantifies the level of adherence to the plurality of treatment steps based on a timeline when the plurality of treatment steps are to be completed.
4. The method of claim 3, further comprising:
comparing the rating score to a threshold; and
generating an alert if the rating score violates the threshold, the alert indicating a target of at least one treatment step in the plurality of treatment steps has not been achieved based on the timeline.
5. The method of claim 2, wherein calculating the rating score comprises weighting individual rating scores for the plurality of treatment steps to determine the rating score.
6. The method of claim 1, further comprising:
calculating an information adequacy score that quantifies a level of completeness of information for the plurality of treatment steps.
7. The method of claim 6, wherein the information adequacy score quantifies whether there is enough information in the plurality of treatment steps to warrant moving to a next treatment step.
8. The method of claim 7, further comprising:
comparing the information adequacy score to a threshold; and
generating an alert if the information adequacy score violates the threshold, the alert indicating additional information should be inputted before proceeding to the next treatment step.
9. The method of claim 6, wherein calculating the information adequacy score comprises weighting individual scores for the plurality of treatment steps to determine the information adequacy score.
10. The method of claim 1, wherein the one or more users includes the patient.
11. The method of claim 1, wherein the guideline is generated using a selected standard of care selected from a plurality of standards of care.
12. The method of claim 1, wherein the first portion of the set of treatment steps and the second portion of the treatment steps include a same treatment step.
13. The method of claim 1, wherein receiving input from the one or more users comprises receiving input from a plurality of medical providers regarding information for a treatment step in the plurality of treatment steps.
14. A non-transitory computer-readable storage medium containing instructions, that when executed, control a computer system to be configured for:
generating a guideline for a patient using a selected treatment plan related to a medical condition, the guideline including a set of treatment steps defined by the treatment plan;
automatically populating a first portion of the set of treatment steps with information from a set of medical records;
receiving input from one or more users regarding a second portion of the set of treatment steps, the input from the one or more users related to treatment with regard to the second portion of the set of treatment steps;
populating the second portion of the set of treatment steps with information based on the received input;
determining a plurality of treatment steps in the set of treatment steps for the treatment plan, the plurality of treatment steps including information based on the automatically populated medical information or the received input;
calculating a rating score that quantifies a level of adherence to the treatment plan, wherein the rating score combines individual rating scores for the plurality of treatment steps of treatment plan into a single score based on information for the plurality of treatment steps; and
outputting the rating score.
15. The non-transitory computer-readable storage medium of claim 14, wherein the rating score is based on an analysis of information for the plurality of treatment steps.
16. The non-transitory computer-readable storage medium of claim 15, wherein the rating score quantifies the level of adherence to the plurality of treatment steps based on a timeline when the plurality of treatment steps are to be completed.
17. The non-transitory computer-readable storage medium of claim 15, wherein calculating the rating score comprises weighting individual rating scores for the plurality of treatment steps to determine the rating score.
18. The non-transitory computer-readable storage medium of claim 14, further configured for:
calculating an information adequacy score that quantifies a level of completeness of information for the plurality of treatment steps.
19. The non-transitory computer-readable storage medium of claim 18, wherein the information adequacy score quantifies whether there is enough information in the plurality of treatment steps to warrant moving to a next treatment step.
15. The non-transitory computer-readable storage medium of claim 18, wherein calculating the information adequacy score comprises weighting individual scores for the plurality of treatment steps to determine the information adequacy score.
20. An apparatus comprising:
one or more computer processors; and
a non-transitory computer-readable storage medium comprising instructions, that when executed, control the one or more computer processors to be configured for:
generating a guideline for a patient using a selected treatment plan related to a medical condition, the guideline including a set of treatment steps defined by the treatment plan;
automatically populating a first portion of the set of treatment steps with information from a set of medical records;
receiving input from one or more users regarding a second portion of the set of treatment steps, the input from the one or more users related to treatment with regard to the second portion of the set of treatment steps;
populating the second portion of the set of treatment steps with information based on the received input;
determining a plurality of treatment steps in the set of treatment steps for the treatment plan, the plurality of treatment steps including information based on the automatically populated medical information or the received input;
calculating a rating score that quantifies a level of adherence to the treatment plan, wherein the rating score combines individual rating scores for the plurality of treatment steps of treatment plan into a single score based on information for the plurality of treatment steps; and
outputting the rating score.