Harmful organism control composition
OwnerKatsuya Natsuhara, Shinya Nishimurainventors
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Abstract
This invention provides a harmful organism control composition comprising as an effective ingredient the following 4-(2-chlorobenzyl)-6-(2-butynyloxy)pyrimidine (X): and a hydrazide compound represented by formula (I): wherein A1 and A2 represent, for example, an oxygen atom; R1, R2, and R3 represent, for example, a hydrogen atom, a C1-6 alkyl group optionally substituted by a halogen atom; and Q represents, for example, a methoxycarbonyl group.
Claims8
A pest controlling composition which comprises, as active ingredients, a pyrimidine compound represented by the formula (X):
- and a hydrazide compound represented by the formula (I):
- wherein
- R1 represents a hydrogen atom, an optionally halogenated C1-C6 alkyl group, a C2-C6 cyanoalkyl group, an optionally halogenated C2-C6 alkoxyalkyl group, an optionally halogenated C2-C6 alkenyl group, an optionally halogenated C3-C6 alkynyl group, or a C7-C9 phenylalkyl group in which the benzene ring moiety may be substituted with the following substituent A;
- R2 and R3 independently represent a hydrogen atom, a C1-C6 alkyl group optionally substituted with the following substituent D, an optionally halogenated C3-C6 alkenyl group, an optionally halogenated C3-C6 alkynyl group, a formyl group, a C2-C6 alkylcarbonyl group, a C2-C6 alkoxycarbonyl group, a C3-C7 N,N-dialkylcarbamoyl group, or a phenyl group optionally substituted with the following substituent C, or
- R2 and R3 may be taken together with two nitrogen atoms to which they are attached to form a 5- to 8-membered non-aromatic heterocyclic group optionally substituted with the following substituent E;
- R4 represents a halogen atom, a cyano group, a nitro group, an optionally halogenated C1-C6 alkyl group, an optionally halogenated C1-C6 alkoxy group, an optionally halogenated phenyl group, an optionally halogenated C1-C6 alkylthio group, an optionally halogenated C1-C6 alkylsulfinyl group, or an optionally halogenated C1-C6 alkylsulfonyl group, or
- two R4 groups which respectively form a bond to one of carbon atoms adjacent to each other may bond to one another at their terminals to form —CR41═CR42—CR43═CR44— or —(CR45R46)h— (wherein R41, R42, R43 and R44 independently represent a hydrogen atom, a halogen atom, a cyano group, a nitro group, an optionally halogenated C1-C6 alkyl group, an optionally halogenated C1-C6 alkoxy group, an optionally halogenated C1-C6 alkylthio group, an optionally halogenated C1-C6 alkylsulfinyl group, or an optionally halogenated C1-C6 alkylsulfonyl group;
- R45 and R46 independently represent a hydrogen atom, or an optionally halogenated C1-C6 alkyl group,
- h represents an integer of 3 or 4);
- n represents an integer of 0 to 4 (wherein, when n is an integer of 2 or more, R4's may be the same or different);
- Q represents any one of Q1 to Q6
- Q1:
- —C(=A31)-R5
- Q2:
- —C(=A32)-OR6
- Q3:
- —C(=A33)-SR7
- Q4:
- —C(=A34)-NR8R9
- Q5:
- —S(O)2—R10
- Q6:
- —S(O)2—NR11R12;
- [Chemical Formula 3]
- A31, A32, A33 and A34 represent an oxygen atom or a sulfur atom;
- R5 represents a hydrogen atom, an optionally halogenated C2-C6 alkenyl group, an optionally halogenated C2-C6 alkynyl group, a C1-C6 alkyl group optionally substituted with the following substituent F, a C3-C6 cycloalkyl group optionally substituted with the following substituent B, a phenyl group optionally substituted with the following substituent G, a naphthyl group optionally substituted with the following substituent A, a 5- to 6-membered heteroaryl group optionally substituted with the following substituent A, a 3- to 8-membered nonaromatic heterocyclic group optionally substituted with the following substituent B, a C7-C9 phenylalkyl group in which the benzene ring moiety may be substituted with the following substituent A, or a C7-C9 phenoxyalkyl group in which the benzene ring moiety may be substituted with the following substituent A;
- R6 and R7 represent an optionally halogenated C1-C6 alkyl group, an optionally halogenated C3-C6 alkoxyalkyl group, an optionally halogenated C2-C6 alkenyl group, an optionally halogenated C3-C6 alkynyl group, a C3-C6 cycloalkyl group optionally substituted with the following substituent B, a phenyl group optionally substituted with the following substituent G, a 5- to 6-membered heteroaryl group optionally substituted with the following substituent A, or a C7-C9 phenylalkyl group in which the benzene ring moiety may be substituted with the following substituent A;
- R8 and R9 independently represent a hydrogen atom, an optionally halogenated C1-C6 alkyl group, an optionally halogenated C2-C6 alkoxyalkyl group, an optionally halogenated C2-C6 alkenyl group, an optionally halogenated C3-C6 alkynyl group, a C3-C6 cycloalkyl group optionally substituted with the following substituent B, a phenyl group optionally substituted with the following substituent G, a 5- to 6-membered heteroaryl group optionally substituted with the following substituent A, or a C7-C9 phenylalkyl group in which the benzene ring moiety may be substituted with the following substituent A;
- R10 represents an optionally halogenated C1-C6 alkyl group, or a phenyl group optionally substituted with the following substituent A;
- R11 and R12 independently represent an optionally halogenated C1-C6 alkyl group, a C3-C6 cycloalkyl group optionally substituted with the following substituent B, or a phenyl group optionally substituted with the following substituent A, or
- R11 and R12 may be taken together with the nitrogen atom to which they are attached to form a 3- to 8-membered nonaromatic heterocyclic group optionally substituted with the following substituent E;
- J represents J1 or J2,
- Xa, Ya, Za, Xb, Yb and Zb independently represent CH or a nitrogen atom;
- R13a and R13b represent an optionally halogenated C1-C6 alkyl group, a C2-C6 cyanoalkyl group, an optionally halogenated C2-C6 alkoxyalkyl group, an optionally halogenated C2-C6 alkenyl group, an optionally halogenated C2-C6 alkynyl group, a C3-C6 cycloalkyl group optionally substituted with the following substituent B, a phenyl group optionally substituted with the following substituent H, a 5- to 6-membered heteroaryl group optionally substituted with the following substituent A, a C7-C9 phenylalkyl group in which the benzene ring moiety may be substituted with the following substituent A, or a C7-C9 pyridinylalkyl group in which the pyridine ring moiety may be substituted with the following substituent A;
- R14a and R14b represent a halogen atom, a cyano group, a nitro group, an isocyanato group, an optionally halogenated C1-C6 alkyl group, an optionally halogenated C1-C6 alkoxy group, a C2-C6 cyanoalkyloxy group, an optionally halogenated C3-C6 alkoxyalkyloxy group, an optionally halogenated C3-C6 alkenyloxy group, an optionally halogenated C3-C6 alkynyloxy group, an optionally halogenated C1-C6 alkylthio group, an optionally halogenated C1-C6 alkylsulfinyl group, an optionally halogenated C1-C6 alkylsulfonyl group, a phenyl group optionally substituted with the following substituent A, a 5- to 6-membered heteroaryl group optionally substituted with the following substituent A, or a phenoxy group optionally substituted with the following substituent A;
- p represents an integer of 0 to 3;
- q represents an integer of 0 to 3
- (wherein, when p is an integer of 2 or 3, two or more R14a's may be the same or different and, when q is an integer of 2 or 3, two or more R14b's may be the same or different);
- and
- A1 and A2 independently represent an oxygen atom or a sulfur atom;
- wherein,
- the substituent A is a substituent selected from the group consisting of (1) a halogen atom, (2) a cyano group, (3) a nitro group, (4) an optionally halogenated C1-C6 alkyl group, and (5) an optionally halogenated C1-C6 alkoxy group;
- the substituent B is a substituent selected from the group consisting of (1) a halogen atom and (2) an optionally halogenated C1-C6 alkyl group;
- the substituent C is a substituent selected from the group consisting of (1) a halogen atom, (2) a cyano group, (3) a nitro group and (4) an optionally halogenated C1-C6 alkyl group;
- the substituent D is a substituent selected from the group consisting of (1) a halogen atom, (2) a cyano group, (3) a nitro group, (4) an optionally halogenated C1-C6 alkoxy group, (5) a formyl group, (6) a C2-C6 alkylcarbonyl group, (7) a C2-C6 alkoxycarbonyl group and (8) a C3-C7 N,N-dialkylcarbamoyl group;
- the substituent E is a substituent selected from the group consisting of (1) a halogen atom, (2) an optionally halogenated C1-C6 alkyl group and (3) an optionally halogenated C2-C6 alkoxycarbonyl group;
- the substituent F is a substituent selected from the group consisting of (1) a halogen atom, (2) a C1-C6 alkoxy group, (3) a C1-C6 alkylthio group, (4) a C1-C6 alkylsulfinyl group, (5) a C1-C6 alkylsulfonyl group, (6) a C2-C6 dialkylamino group and (7) a C3-C6 cycloalkyl group;
- the substituent G is a substituent selected from the group consisting of (1) a halogen atom, (2) a cyano group, (3) a nitro group, (4) an optionally halogenated C1-C6 alkyl group, (5) an optionally halogenated C1-C6 alkoxy group, (6) an optionally halogenated C1-C6 alkylthio group, (7) an optionally halogenated C1-C6 alkylsulfinyl group, (8) an optionally halogenated C1-C6 alkylsulfonyl group, (9) an optionally halogenated C2-C6 dialkylamino group and (10) an optionally halogenated C2-C6 alkoxycarbonyl group;
- and
- the substituent H is a substituent selected from the group consisting of (1) a halogen atom, (2) a cyano group, (3) a nitro group, (4) an optionally halogenated C1-C6 alkyl group, (5) an optionally halogenated C1-C6 alkoxy group, (6) an optionally halogenated C1-C6 alkylthio group, (7) an optionally halogenated C1-C6 alkylsulfinyl group and (8) an optionally halogenated C1-C6 alkylsulfonyl group.
A method for controlling pests, which comprises applying the pyrimidine compound represented by the formula (X) and the hydrazide compound represented by the formula (I) to the pests or a place where the pests inhabit.
Dependencies are inferred from the claim text.