IP Library › Granted Patent US 9,440,946
Granted Patent B2
US 9,440,946 · App. 12/085,378 · Granted Sep 13, 2016

N-phenethylcarboxamide derivatives

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Quick Facts
Patent No.
US 9,440,946
App. No.
12/085,378
Granted
Sep 13, 2016
Kind
B2
Abstract

A compound of general formula (I): A process for preparing this compound. A fungicidal 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.

Claims (233)

1. A fungicide composition comprising a fungicidally effective amount of a compound selected from the group consisting of compounds of formula A:

wherein:

X a is selected from the group consisting of a halogen atom, a C 1 -C 8 -alkyl, and a C 1 -C 8 alkoxy,

each X is independently selected from the group consisting of a hydrogen atom, a halogen atom, a C 1 -C 8 -alkyl, a C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, and a C 1 -C 8 -alkoxy;

R 1 is selected from the group consisting of a hydrogen atom, a C 1 -C 6 -alkyl, and a C 3 -C 7 -cycloalkyl;

Y a is selected from the group consisting of a halogen atom, a cyano group, a nitro group, 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;

Y 1 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

Y 2 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 C 1 -C 4 -alkyl, a C 1 -C 4 -alkoxyalkyl, or a nitro group;

and compounds B1 through B12 of formula B:

wherein the substituents of compounds 1-31 through B12 are as defined in the following table:

Cmpd.

X 1

X 2

X 3

X 4

X a

Y a

Y 1

B1

H

H

Me

H

Me

CF 3

Me

B2

H

Me

H

H

Me

CF 3

Me

B3

H

H

OMe

H

OMe

CF 3

Me

B4

H

H

H

Cl

Cl

CF 3

Me

B5

H

H

H

H

OMe

CF 3

Me

B6

H

H

H

H

Me

CF 3

Me

B7

H

H

H

H

Cl

CF 3

Me

B8

H

Cl

H

H

Cl

Me

NH 2

B9

H

Cl

H

H

Cl

CF 3

Me

B10

H

CF 3

H

Cl

Cl

CF 3

Me

B11

OMe

H

H

H

OMe

CF 3

Me

B12

H

Cl

H

H

Cl

CHF 2

Me

as well as its salts, N-oxides, and optically active isomers;

and an agriculturally acceptable support.

2. A compound of the formula

3. A fungicide composition comprising an effective amount of the compound of claim 2 and an agriculturally acceptable support.

4. A compound selected from the group consisting of compounds of formula A:

wherein:

X a is selected from the group consisting of a halogen atom, a C 1 -C 8 -alkyl, and a C 1 -C 8 -alkoxy,

each X is independently selected from the group consisting of a hydrogen atom, a halogen atom, a C 1 -C 8 -alkyl, a C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms, and a C 1 -C 8 -alkoxy, provided that if X a is F then at least one of X 1 , X 2 , X 3 or X 4 is not H;

R 1 is selected from the group consisting of a hydrogen atom, a C 1 -C 6 -alkyl, and a C 3 -C 7 -cycloalkyl;

Y a is selected from the group consisting of a halogen atom, a cyano group, a nitro group, 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;

Y 1 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

Y 2 is selected from the group consisting of a hydrogen atom, a C 1 -C 4 -alkyl, 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 C 1 -C 4 -alkyl, a C 1 -C 4 -alkoxyalkyl, or a nitro group;

and compounds B1 through B12 of formula B:

wherein the substituents of compounds B1 through B12 are as defined in the following table:

Cmpd.

X 1

X 2

X 3

X 4

X a

Y a

Y 1

B1

H

H

Me

H

Me

CF 3

Me

B2

H

Me

H

H

Me

CF 3

Me

B3

H

H

OMe

H

OMe

CF 3

Me

B4

H

H

H

Cl

Cl

CF 3

Mc

B5

H

H

H

H

OMe

CF 3

Me

B6

H

H

H

H

Me

CF 3

Me

B7

H

H

H

H

Cl

CF 3

Me

B8

H

Cl

H

H

Cl

Me

NH 2

B9

H

Cl

H

H

Cl

CF 3

Me

B10

H

CF 3

H

Cl

Cl

CF 3

Me

B11

OMe

H

H

H

OMe

CF 3

Me

B12

H

Cl

H

H

Cl

CHF 2

Me

as well as its salts, N-oxides, and optically active isomers.

Assignments (1)
NUNC PRO TUNC ASSIGNMENT Recorded Feb 3, 2016
From: BAYER CROPSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 037689/0656 →