IP Library Granted Patent US 7,951,951
Granted Patent B2
US 7,951,951 · App. 12/295,151 · Granted May 31, 2011

Bicyclic enamino(thio)carbonyl compounds

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Quick Facts
Patent No.
US 7,951,951
App. No.
12/295,151
Granted
May 31, 2011
Kind
B2
Abstract

The present invention relates to novel bicyclic enamino(thio)carbonyl compounds, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects.

Claims (33)

1. A bicyclic enaminocarbonyl compound of formula (I)

in which

A represents a radical selected from the group consisting of 6-chloropyrid-3-yl; 6-bromopyrid-3-yl; 6-methylpyrid -3-yl; 6-trifluoromethylpyrid-3-yl; 2-methylpyrimidin-5-yl; 2-chloropyrimid-5-yl; 1H-pyrazol-4-yl, which is optionally substituted in the 1-position by methyl or ethyl and in the 3-position by chlorine; 1H-pyrazol-5-yl; 3-methylpyrazol-5-yl; 2-bromo-1,3-thiazol-5-yl; 2-chloro-1,3-thiazol-5-yl; isoxazol-5-yl, which is optionally substituted in the 3-position by methyl, ethyl, chlorine or bromine; 3-methyl-1,2,4-oxadiazol-5-yl; 1-methyl-1,2,4-triazol-3-yl; 1,2,5-thiadiazol -3-yl; 5-fluoro-6-chloropyrid-3-yl; 5,6-dichloropyrid-3-yl; 5-bromo-6-chloropyrid-3-yl; 5-fluoro-6-bromopyrid-3-yl; 5-chloro-6-bromopyrid-3-yl; 5,6-dibromopyrid-3-yl; 5-methyl-6-chloropyrid-3-yl; 5-methyl-6-iodopyrid-3-yl; and 5-difluoromethyl-6-chloropyrid-3-yl,

B represents oxygen or methylene,

E represents CH or C-alkyl,

D 1 -Z-D 2 as a group represent —CH 2 —CH 2 —, —HC═CH—, —CH 2 —CH 2 —CH 2 —, —CH 2 —C(═CH 2 )—CH 2 —, —CH 2 —CO—CH 2 —, —CH 2 —CH(OH)—CH 2 —, —CH 2 —CF 2 —CH 2 —, —CH 2 —CHF—CH 2 —, —CH 2 —CHCl—CH 2 —, —CH═CH—CH 2 —, —CH 2 —CH 2 —CH═, —CH 2 —CH 2 —CH(OH)—, —CH 2 —CH(CH 3 )—CH 2 —, —CH 2 —CH 2 —CH 2 —CH 2 —, —CH 2 —CH═CH—CH 2 —, —CH 2 —O—CH 2 —, —CH 2 —CH 2 —O—, —CH 2 —N(CH 3 )—CH 2 —, —CH 2 —CH 2 —N(CH 3 )—, or —CH 2 —S—CH 2 —,

R 1 represents hydrogen,

R 2 represents hydrogen, fluorine, or chlorine, and

Q represents oxygen.

2. A composition, comprising at least one compound of formula (I) according to claim 1 and a customary extender and/or surfactant.

3. A method for controlling pests, comprising allowing a compound of formula (I) according to claim 1 to act on the pests and/or a habitat thereof.

4. A composition for controlling pests comprising a compound according to claim 1 .

5. A method for controlling pests comprising allowing a composition according to claim 2 to act on the pests and/or a habitat thereof.

6. The bicyclic enaminocarbonyl compound of the formula (I) according to claim 1 wherein

A represents a radical selected from the group consisting of 6-chloropyrid-3-yl, 6-bromopyrid -3-yl, 2-chloropyrimid-5-yl, 5-fluoro-6-chloropyrid-3-yl, 5,6-dichloropyrid-3-yl, 5-fluoro -6-bromopyrid-3-yl, and 2-chloro-1,3-thiazol-5-yl,

B represents oxygen, and

D 1 -Z-D 2 as a group represents —CH 2 —CH 2 —CH 2 —, —CH 2 —C(═CH 2 )—CH 2 —, —CH 2 —C(CH 3 )—CH 2 —, —CH 2 —CH 2 —CH 2 —CH 2 —, —CH 2 —CH═CH—CH 2 —, —CH 2 —O—CH 2 —, —CH 2 —CH 2 —O—, —CH 2 —CHF—CH 2 —, —CH 2 —CHCl—CH 2 —, —CH═CH—CH 2 —, —CH 2 —CH 2 —CH═, or —CH 2 —CH 2 —CH(OH)—.

7. A composition comprising at least one bicyclic enaminocarbonyl compound of the formula (I) according to claim 6 and a customary extender and/or surfactant.

8. A method for controlling pests, comprising allowing a compound of the formula (I) according to claim 6 to act on the pests and/or habitat thereof.

9. A method for controlling pests comprising allowing a composition according to claim 7 to act on the pests and/or their habitat thereof.

10. A composition for controlling pests comprising a compound according to claim 6 .

11. The bicyclic enaminocarbonyl compound of the formula (I) according to claim 1 wherein

A represents 6-chloropyrid-3-yl or 2-chloro-1,3-thiazol-5-yl,

B represents oxygen or methylene,

E represents CH or C-alkyl,

D 1 -Z-D 2 represents —CH 2 —CH 2 —CH 2 —, —CH 2 —C(═CH 2 )—CH 2 —, —CH 2 —CO—CH 2 —, —CH 2 —CH(OH)—CH 2 —, —CH 2 —CHF—CH 2 —, —CH 2 —CHCl—CH 2 —, —CH═CH—CH 2 —, —CH 2 —CH 2 —CH═, —CH 2 —CH 2 —CH(OH)—, —CH 2 —CH(CH 3 )—CH 2 —, —CH 2 —CH 2 —CH 2 —CH 2 —, —CH 2 —CH═CH—CH 2 —, —CH 2 —O—CH 2 —, or —CH 2 —CH 2 —O—,

R 1 represents hydrogen,

R 2 represents hydrogen, fluorine, or chlorine, and

Q represents oxygen.

12. A composition comprising at least one bicyclic enaminocarbonyl compound of the formula (I) according to claim 11 and a customary extender and/or surfactant.

13. A method for controlling pests, comprising allowing a compound of the formula (I) according to claim 11 to act on the pests and/or habitat thereof.

14. A method for controlling pests comprising allowing a composition according to claim 12 to act on the pests and/or their habitat thereof.

15. A composition for controlling pests comprising a compound according to claim 11 .

Assignments (4)
NUNC PRO TUNC ASSIGNMENT Recorded Jul 4, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER CROPSCIENCE AKTIENGESELLSCHAFT
Reel/Frame 064198/0823 →
CHANGE OF ADDRESS Recorded Jun 12, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 064021/0344 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE ADDRESS PREVIOUSLY RECORDED ON REEL 034891 FRAME 0140. ASSIGNOR(S) HEREBY CONFIRMS THE THE ASSIGNEE ADDRESS SHOULD BE ALFRED-NOBEL-STRASSE 10 MONHEIM AM RHEIN, GERMANY 40789. Recorded Feb 19, 2015
From: BAYER CROPSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 035050/0156 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2015
From: BAYER CROPSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 034891/0128 →