Claims
- 1. A compound of formula (I): wherein X is O or S; n is 0 or 1; Y is O, S or NR7; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkylthio, C3-6 cycloalkyl, C1-6 alkoxy(C1-6)alkyl or SF5; R2 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkylthio, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, C1-6 alkylsulfonyl, C1-6 haloalkylsulfonyl, C1-6 haloalkyl, cyano, nitro, CHO, CH═NOR5, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl or SF5; or together R1 and R2 form a five or six membered saturated or unsaturated carbocyclic ring, optionally substituted by one or two C1-6 alky groups; R3, is hydrogen, C1-6 alkyl, CH2(C1-4 haloalkyl), C1-6 cyanoalkyl, C3-6 alkenyl, C3-6 alkynyl, C1-6-alkoxy(C1-6)alkyl, C1-6 alkylthio(C1-6)alkyl, C1-6 alkoxy(C1-6)alkoxy(C1-6)alkyl, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, formyl, C1-6 alkylcarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenoxycarbonyl, optionally substituted phenyl(C1-4)alkyl or S(O)qR6; R4 is hydrogen, halogen, cyano, C1-8 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C3-7 halocycloalkl, C3-7 cyanocycloalkyl, C1-3 alkyl(C3-7)cycloalkyl, C1-3 alkyl(C3-7)halocycloalkyl, C3-6 cycloalkyl(C1-6)alkyl, C5-6 cycloalkenyl, C5-6 cycloalkenyl(C1-6)alkyl, C2-6 haloalkenyl, C1-6cyanoalkenyl, C1-6 alkoxy(C1-6)alkyl, formyl, C1-6 carboxyalkyl, C1-6 alkylcarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, C1-6 alkylthio(C1-6)alkyl, C1-6 alkylsulfinyl(C1-6)alkyl, C1-6 alkylsulfonyl(C1-6alkyl, aminocarbonyl(C1-6)alkyl, C1-6 alkylaminocarbonyl(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, aminocarbonyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl, optionally substituted phenyl(C2-4)alkenyl, optionally substituted heteroaryl, optionally substituted heteroaryl(C1-4)alkyl, optionally substituted heterocyclyl, optionally substituted heterocyclyl(C1-4)alkyl, a group OR8, a group SH, a group S(O)pR9, a group NR10R11 or a group C(R12)═NOR13; R5 is hydrogen, C1-6 alkyl, optionally substituted phenyl or optionally substituted phenyl(C1-4)alkyl; R6 is C1-6 alkyl, C1-6 haloalkyl or optionally substituted phenyl; R7 is hydrogen, cyano, C1-8 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C2-6 haloalkenyl, C3-6 cycloalkyl(C1-6)alkyl, C1-6 alkoxy(C1-6)alkyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenyl or optionally substituted heteroaryl; R8 is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C3-6 alkenyl, C1-4 cyanoalkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl, optionally substituted heteroaryl, N═C(CH3)2; R9 is C1-6 alkyl, C1-6 haloalkyl, C3-6 alkenyl, cyano, C1-4 cyanoalkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl or optionally substituted heteroaryl; R10 and R11 are, independently, hydrogen, C1-8 alkyl, C3-7, cycloalkyl, C3-6 alkenyl, C3-6 alkynyl, C2-6 haloalkyl, C1-6 alkoxy(C1-6)alkyl, C1-6 alkoxycarbonyl, optionally substituted phenoxycarbonyl, formyl, C1-6 alkylcarbonyl, C1-6 alkylSO2, optionally substituted phenylSO2 or optionally substituted phenyl(C1-4)alkyl; R12 is C1-3 alkyl R13 is C1-6 alkyl, optionally substituted phenyl(C1-2)alkyl; and p and q are, independently, 0, 1 or 2.
- 2. A compound of formula (Ia) or a compound of formula (Ib): wherein X is O or S; n is 0 or 1; Y is O, S or NR7; R1 is hydrogen, halogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkylthio, C3-6 cycloalkyl, C1-6 alkoxy(C1-6)alkyl or SF5; R2 is hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkylthio, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, C1-6 alkylsulfonyl, C1-6 haloalkylsulfonyl, C1-6 haloalkyl, cyano, nitro, CHO, CH═NOR5, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl or SF5; or together R1 and R2 form a five or six membered saturated or unsaturated carbocyclic ring, optionally substituted by one or two C1-6 alkyl groups; R3 is hydrogen, C1-6 alkyl, CH2(C1-6 haloalkyl), C1-6 cyanoalkyl, C3-6 alkenyl, C3-6 alkynyl, C1-6 alkoxy(C1-6)alkyl, C1-6 alkylthio(C1-6)alkyl, C1-6 alkoxy(C1-6)alkoxy(C1-6)alkyl, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, formyl, C1-6 alkylcarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenoxycarbonyl, optionally substituted phenyl(C1-4)alkyl or S(O)qR6; R4 is hydrogen, halogen, cyano, C1-8 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C3-7 halocycloalkyl, C3-7 cyanocycloalkyl, C1-3 alkyl(C3-7)cycloalkyl, C1-3 alkyl(C3-7)halocycloalkyl, C3-6 cycloalkyl(C1-6)alkyl, C5-6 cycloalkenyl, C5-6 cycloalkenyl(C1-6)alkyl,C2-6 haloalkenyl, C1-6 cyanoalkenyl, C1-6 alkoxy(C1-6)alkyl, formyl, C1-6 C1-6 alkylcarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, C1-6 alkylthio(C1-6)alkyl, C1-6 alkylsulfinyl(C1-6)alkyl, C1-6 alkylsulfonyl(C1-6)alkyl, aminocarbonyl(C1-6)alkyl, C1-6 alkylaminocarbonyl(C1-6)alkyl, di(C1-6)alkylaminocarbonyl(C1-6)alkyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, aminocarbonyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl, optionally substituted phenyl(C2-4)alkenyl, optionally substituted heteroaryl, optionally substituted heteroaryl(C1-4)alkyl, optionally substituted heterocyclyl, optionally substituted heterocyclyl(C1-4)alkyl, a group OR8, a group SH, a group S(O)pR9, a group NR10R11 or a group C(R12)═NOR13; R5 is hydrogen, C1-6 alkyl, optionally substituted phenyl or optionally substituted phenyl(C1-4)alkyl; R6 is C1-6 alkyl, C1-6 haloalkyl or optionally substituted phenyl; R7 is hydrogen, cyano, C1-8 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C2-6 haloalkenyl,C3-6 cycloalkyl(C1-6)alkyl, C1-6 alkoxy(C1-6)alkyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, C1-6 alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, optionally substituted phenyl or optionally substituted heteroaryl; R8 is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C3-6 alkenyl, C1-4 cyanoalkyl, C1-6 alkoxycarbonyl(C1-6)alkyl, optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl, optionally substituted heteroaryl, N═C(CH3)2; R9 is C1-6 alkyl, C1-6 haloalkyl, C3-6 alkenyl, cyano, C1-4 cyanoalkyl, C1-6 alkoxycarbonyl(C1-6 optionally substituted phenyl, optionally substituted phenyl(C1-4)alkyl or optionally substituted heteroaryl; R10 and R11 are, independently, hydrogen, C1-8 alkyl, C3-7 cycloalkyl, C3-6 alkenyl, C3-6 alkynyl, C2-6 haloalkyl, C1-6 alkoxy(C1-6)alkyl, C1-6 alkoxycarbonyl, optionally substituted phenoxycarbonyl, formyl, C1-6 alkylcarbonyl, C1-6 alkylSO2, optionally substituted phenylSO2 or optionally substituted phenyl(C1-4)alkyl; R12 is C1-3 alkyl; R13 is C1-6 alkyl, optionally substituted phenyl(C1-2)alkyl; and p and q are, independently, 0, 1 or 2.
- 3. A compound of formula (I) as claimed in claim 1 wherein n is zero.
- 4. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 3 wherein R1 is C1-2 alkyl.
- 5. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 3 wherein R2 is hydrogen, cyano or halogen.
- 6. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 3, wherein R3 is hydrogen, C1-6 alkyl or C1-6 alkoxy(C1-6)alkyl.
- 7. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 3, wherein R4 is hydrogen, SH, C1-6 alkyl, C3-6 cycloalkyl, C2-6 alkenyl, C2-5 alkynyl, C1-4 haloalkyl, C1-4 cyanoalkyl, C2-6 haloalkenyl, optionally substituted heterocyclyl(C1-4)alkyl, C2-6 cyanoalkenyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, methylenedioxy or di(C1-4 alkyl)amino), phenyl(C1-3)alkyl (phenyl optionally substituted with halogen, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), formyl, optionally substituted heterocyclyl, optionally substituted heteroaryl, optionally substituted heteroaryl(C1-4)alkyl, C1-2 alkylcarbonyl, C1-4 alkoxycarbonyl, C1-5 alkoxycarbonyl(C1-6)alkyl, a group NR10R11, a group OR8, C1-4 alkoxymethyl, chlorine, a group SR9, or a group C(R12)═NOR13; R8 is hydrogen, C1-5 alkyl, C1-4 haloalkyl, C2-4 alkenyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), phenyl(CH2) (phenyl optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), N═C(CH3)2; R9 is C1-5 alkyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2, alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, methylenedioxy or di(C1-4 alkyl)amino), C1-2 haloalkyl, cyano, cyanomethyl or C1-2 alkoxycarbonylnethyl; R10 and R11 are, independently, hydrogen, C1-4 alkyl, C5-6 cycloalkyl, formyl, C1-3 alkylcarbonyl, phenoxycarbonyl, C1-2 alkylSO2 or phenylSO2; R12 is C1-2 alkyl; and R13 is C1-2 alkyl or benzyl.
- 8. A compound of formula (I) as claimed in claim 1 wherein log10Ko/w (calculated using the CLOGP3 program, available from BioByte Corp.) of the compound is in the range zero to 8.
- 9. A compound of formula (I) as claimed in claim wherein in the side chain portion of formula (XIX): no atom having an atomic weight greater than 10 Daltons is more than four bond lengths away from at least one atom present in the longest bond path or, when there is a set of longest bond paths, no atom having an atomic weight greater than 10 Daltons is more than four bond lengths away from at least one atom present in each of the longest bond paths.
- 10. Processes for making compounds of formula (I) as defined in claim 1 comprising:(i) acylation of a compound of formula (II) by a compound of formula (III): wherein R1, R2, R3, R4, X, Y and n are as described in claim 1; or (ii) acylation of a compound of formula (VIII): wherein R1, R2, R3, X, Y and n are as described in claim 1, followed by cyclisation of the resultant product.
- 11. A fungicidal, insecticidal, acaricidal, molluscicidal or nematicidal composition comprising a fingicidally, insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (I) as claimed in claim 1 and a carrier or diluent therefor.
- 12. A method of combating and controlling fungi comprising applying to a plant, to a seed of a plant, to the locus of the plant or seed or to the soil a fungicidally effective amount of a compound of formula (1) as claimed in claim 1.
- 13. A method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I) as claimed in claim 1.
- 14. A method as claimed in claim 13 wherein the insect pests are insect pests of plants.
- 15. A method of combating and controlling fungi comprising applying to a plant, to a seed of a plant, to the locus of the plant or seed or to the soil a fungicidally effective composition containing a compound of formula (I) as claimed in claim 11.
- 16. A method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally nematicidally or molluscicidally effective amount of a composition containing a compound of formula (I) as claimed in claim 11.
- 17. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 2, wherein n is zero.
- 18. A compound of formula (I) as claimed in claim 17, wherein R1 is C1-2 alkyl.
- 19. A compound of formula (I) as claimed in claim 17, wherein R2 is hydrogen, cyano or halogen.
- 20. A compound of formula (I) as claimed in claim 17, wherein R3 is hydrogen, C1-6 alkyl or C1-6 alkoxy (C1-6)alkyl.
- 21. A compound of formula (I) as claimed in claim 17, wherein R4 is hydrogen, SH, C1-6- alkyl, C3-6 cycloalkyl, C2-6 alkenyl, C2-5 alkynyl, C1-4 haloalkyl, C1-4 cyanoalkyl, C2-6 haloalkenyl, optionally substituted heterocyclyl(C1-4)alkyl, C2-6 cyanoalkenyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, methylenedioxy or di(C1-4 alkyl)amino), phenyl(C1-3)alkyl (phenyl optionally substituted with halogen, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), formyl, optionally substituted heterocyclyl, optionally substituted heteroaryl, optionally substituted heteroaryl(C1-4)alkyl, C1-2 alkylcarbonyl, C1-4 alkoxycarbonyl, C1-5 alkoxycarbonyl(C1-4)alkyl, a group NR10R11, a group OR8, C1-4 alkoxymethyl, chlorine, a group SR9, or a group C(R12)═NOR13; R8 is hydrogen, C1-5 alkyl, C1-4 haloalkyl, C2-4 alkenyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), phenyl(CH2) (phenyl optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl, C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, or methylenedioxy), N═C(CH3)2; R9 is C1-5 alkyl, phenyl (optionally substituted with fluoro, chloro, bromo, nitro, cyano, C1-6 alkyl C1-2 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, methanesulfonyl, methylenedioxy or di(C1-4 alkyl)amino), C1-2 haloalkyl, cyano, cyanomethyl or C1-2 alkoxycarbonylmethyl; R10 and R11 are, independently, hydrogen, C1-4. alkyl, C5-6 cycloalkyl, formyl, C1-3 alkylcarbonyl, phenoxycarbonyl, C1-2 alkylSO2 or phenylSO2; R12 is C1-2 alkyl; and R13 is C1-2 alkyl or benzyl.
- 22. A compound of formula (Ia) or formula (Ib) as claimed in claim 2, wherein log10Ko/w (calculated using the CLOGP3 program, available from BioByte Corp.) of the compound is in the range zero to 8.
- 23. A compound of formula (Ia) or formula (Ib) as claimed in claim 2, wherein in the side chain portion of formula (XIX): no atom having an atomic weight greater than 10 Daltons is more than four bond lengths away from at least one atom present in the longest bond path or, when there is a set of longest bond paths, no atom having an atomic weight greater than 10 Daltons is more than four bond lengths away from at least one atom present in each of the longest bond paths.
- 24. A compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 2, wherein R1 is methyl, R2 is hydrogen, R3 is hydrogen, X and Y are each oxygen, n is 0, and R4 is CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3is hydrogen, X and Y are each oxygen, n is 0, and R4 is hydrogen, methyl, CH2CH3, CH2CH2CH3, CH2CH2CH2CH3, CH(CH3)2, C(CH3)3, CH(CH3)CH2CH3, CH(CH3)CH2CH2CH3, CH(CH2CH3)2, CH2CH(CH3)2, CH2C(CH3)3, cyclopropyl, cyclopentyl, cyclohexyl, 1-methylcyclohexyl, cyclopropylmethyl, cyclopentylmethyl, CH═CHCH3, CH═C(CH3)2, C(CH3)═CHCH3, 4-nitrostyryl, CH2F, CF3, CF2CHF2, CF2CF2CF3, CF2CF2Cl, CH(Cl)CH3, CH(Cl)CH2CH3, CCl3, CH2CN, CH(CH3)CN, CH2OCH3, CH2O—C6H5, CH2CH2SCH3, CH2S—C6H5, Cl, N(CH3)CH2CH3, NHC(CH3)3, morpholino, OCH3, OCH2CH3, OCH(CH3)2, SCH3, SCH2CH3, SCH(CH3)2, SC(CH3)3, SCH2CN, SCH2CO2CH3, CH2C6F5, 2,6-diCl-4—CF3—C6H2, CH(C6H5)2, CH2CH2C6H5, C6H5, 4-ter-butyl-C6H4, 2-Cl—C6H4, 2,4-diCl—C6H3, 3,5-diCl—C6H3, 2-Cl-4-NO2—C6H3, 2-F—C6H4, 2,6-diF—C6H3, C6F5, 2-CH3O—C6H4, 4-CH3O—C6H4, 6-carboxymethylphenyl, 2-thienyl, 3-chloro-2-thienyl, 2-thienylmethyl, pyridin-4-yl, 2-chloro-3-pyridyl, 5-isoxazolyl, OH, or SH; wherein R1 is methyl, R2 is bromo, R3 is hydrogen, X and Y are each oxygen, n is 0, and R6 is methyl or CH2C(CH3)3; wherein R1 is methyl, R2 is cyano, R3 is hydrogen, X and Y are each oxygen, n is 0, and R4 is methyl or CH2C(CH3)3; wherein R1 is ethyl, R2 is chloro, R3 is hydrogen, X and Y are each oxygen, n is 0, and R4 is methyl or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is hydrogen, X is oxygen, Y is sulfur, n is 0, and R6 is methyl, CH2CH2CH3, CH(CH3)2, C(CH3)3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is hydrogen, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is hydrogen, X is oxygen, Y is NR7, R7 is hydrogen, n is 0, and R4is methyl, CH2CH2CH3, C(CH3)3, CH2C(CH3)3, or C6H5; wherein R1 is methyl, R2 is chloro, R3 is methyl, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is ethyl, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2CH2CH3, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2CH═CH2, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2CCH, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2CF3, X and Y are each oxygen, n is 0, and R4 is CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2OCH3, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2OCH2CH3, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH2OCH2CH2OCH3, X and Y are each oxygen, n is 0, and R4 is methyl, CH2CH2CH3, or CH2C(CH3)3; wherein R1 is methyl, R2 is chloro, R3 is CH(CH3)2, X and Y are each oxygen, n is 0, and R4 is CH2C(CH3)3; or wherein R1 is methyl, R2 is chloro, R3 is hydrogen, X is sulfur, Y is oxygen, n is 0, and R4 is CH2C(CH3)3; or wherein R1 is methyl, R2 is chloro, R3 is hydrogen, X is sulfur, Y is oxygen, n is 0, and R4 is CH2C(CH3)3.
- 25. A fungicidal, insecticidal, acaricidal, molluscicidal or nematicidal composition comprising a fungicidally, insecticidally, acaricidally, molluscicidally or nematicidally effective amount of a compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 2 and a carrier or diluent therefor.
- 26. A method of combating and controlling fungi comprising applying to a plant, to a seed of a plant, to the locus of the plant or seed or to the soil a fungicidally effective amount of a compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 2.
- 27. A method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 2.
- 28. The method as claimed in claim 27, wherein the insect pests are insect pests of plants.
- 29. A method of combating and controlling fungi comprising applying to a plant, to a seed of a plant, to the locus of the plant or seed or to the soil a fungicidally effective composition containing a compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 25.
- 30. A method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally nematicidally or molluscicidally effective amount of a composition containing a compound of formula (Ia) or a compound of formula (Ib) as claimed in claim 25.
Priority Claims (1)
Number |
Date |
Country |
Kind |
9816654 |
Jul 1998 |
GB |
|
Parent Case Info
This is a continuation of International Application No. PCT. GB99/02377, filed on Jul. 21, 1999, published in English.
Foreign Referenced Citations (5)
Number |
Date |
Country |
0 623 282 |
Nov 1994 |
EP |
0 640 597 |
Mar 1995 |
EP |
9531448 |
Nov 1995 |
WO |
9718198 |
May 1997 |
WO |
9802424 |
Jan 1998 |
WO |
Continuations (1)
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Number |
Date |
Country |
Parent |
PCT/GB99/02377 |
Jul 1999 |
US |
Child |
09/767880 |
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US |