N-alkyl-heterocyclyl carboxamide derivatives
View Patent ↗A compound of general formula (I): A process for preparing this compound. A compound of general formula (II) A fungicide composition comprising a compound of general formula (I). A method for treating plants by applying a compound of general formula (I) or a composition comprising it.
1. A compound of formula (I)
in which:
R 40 is selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C 1 -C 4 -alkyl, a C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, a C 3 -C 6 -cycloalkyl, a C 1 -C 4 -alkoxy, a C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, a C 1 -C 4 -alkylthio, a C 1 -C 4 -halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl, and an aminocarbonyl-C 1 -C 4 -alkyl;
R 41 is selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a C 1 -C 4 -alkyl, a C 1 -C 4 -alkoxy, a C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, and a C 1 -C 4 -alkylthio; and
R 42 is selected from the group consisting of a hydrogen atom, a C 1 -C 4 -alkyl, a C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C 1 -C 4 -alkyl, a C 2 -C 6 -alkenyl, a C 3 -C 6 -cycloalkyl, a C 1 -C 4 -alkylthio-C 1 -C 4 -alkyl, a C 1 -C 4 -halogenoalkylthio-C 1 -C 4 -alkyl having 1 to 5 halogen atoms, a C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, a C 1 -C 4 -halogenoalkoxy-C 1 -C 4 -alkyl having 1 to 5 halogen atoms, and a phenyl optionally substituted by a halogen atom, a C 1 -C 4 -alkyl, a C 1 -C 4 -alkoxyalkyl, or a nitro group;
R 1 is selected from the group consisting of a hydrogen atom, a C 1 -C 6 -alkyl group, and a C 3 -C 7 -cycloalkyl;
R 2 is a C 1 -C 6 -alkyl group;
R 3 is selected from the group consisting of a hydrogen atom, and a C 1 -C 6 -alkyl group;
each X is independently selected from the group consisting of a hydrogen atom and a C 1 -C 6 -alkyl group;
W is selected from the group consisting of a carbon atom and a silicon atom, provided that, if W is carbon, R 41 is hydrogen and R 42 is not a substituted or unsubstituted phenyl;
R 4 , R 5 and R 6 are independently selected from the group consisting of a hydrogen atom, a halogen atom, and a C 1 -C 6 -alkyl group, at least two of the substituents R 4 , R 5 and R 6 being different from a hydrogen atom; or two of the substituents R 4 , R 5 and R 6 may together form a 3-, 4-, 5- or 6-membered non aromatic carbocyclic ring optionally substituted with a C 1 -C 6 -alkyl group;
as well as its salts, N-oxides, and optically active isomers.
2. The compound of claim 1 wherein R 2 is a methyl group.
3. The compound of claim 2
wherein:
R 1 is hydrogen;
R 3 , R 4 , R 5 and R 6 are independently selected from the group consisting of a hydrogen atom and a methyl group;
each substituent X is independently selected from the group consisting of a hydrogen atom and a methyl group; and
R 40 is a C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms.
4. The compound of claim 1 wherein R 40 is selected from the group consisting of a halogen atom, a C 1 -C 4 -alkyl, a C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, a C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, and a C 1 -C 4 -alkyloxy.
5. The compound of claim 1 wherein R 4 , R 5 and R 6 are independently selected from the group consisting of a hydrogen atom and a methyl group.
6. The compound of claim 1 wherein each substituent X is independently selected from the group consisting of a hydrogen atom and a methyl group.
7. The compound of claim 1 wherein said compound is of the structural formula:
8. The compound of claim 1 wherein said compound is of the structural formula:
9. The compound of claim 1 wherein W is a silicon atom.
10. The compound of claim 1 wherein W is a carbon atom.
11. A fungicide composition comprising an effective amount of the compound of claim 1 and an agriculturally acceptable support.
12. A method for combating the phytopathogenic fungi of crops comprising applying an effective and non-phytotoxic amount of the composition of claim 11 to the plant seeds or to the plant leaves and/or to the fruits of the plants or to the soil in which the plants are growing or in which it is desired to grow them.