IP Library Granted Patent US 7,754,888
Granted Patent B2
US 7,754,888 · App. 11/705,185 · Granted Jul 13, 2010

Insecticidal N-substituted (heteroaryl)alkyl sulfilimines

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Quick Facts
Patent No.
US 7,754,888
App. No.
11/705,185
Granted
Jul 13, 2010
Kind
B2
Abstract

N-Substituted (heteroaryl)alkyl sulfilimines are effective at controlling insects.

Claims (24)

1. Compounds of the formula (I)

wherein

Het represents:

X represents halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, CN, NO 2 , COOR 4 or CONR 4 R 5 ;

Y represents hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, CN, NO 2 , COOR 4 , CONR 4 R 5 , or aryl;

Z represents C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 haloalkoxy, CN, NO 2 , COOR 4 or CONR 4 R 5 ;

n is an integer from 0-3;

L represents either a single bond or —CH 2 —;

R 1 represents C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkenyl, arylalkyl;

R 2 and R 3 independently represent hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, CN, SO m R 6 where m is an integer from 0-2, arylalkyl, or, alternatively, R 2 and R 3 and the common carbon to which they attach form a 3-6 membered ring;

R 4 and R 5 independently represent hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl; C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkenyl, aryl, or arylalkyl;

R 6 represents C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkenyl, or arylalkyl; and

Q represents NO 2 or CN.

2. A compound of claim 1 in which Q represents CN.

3. A compound of claim 1 in which R 2 and R 3 independently represent hydrogen or C 1 -C 4 alkyl or R 2 and R 3 and the common carbon to which they attach form a 3-6 membered ring.

4. A compound of claim 1 in which Het represents

wherein

Y represents hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, CN, NO 2 , COOR 4 , CONR 4 R 5 , or aryl; and

Z represents C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkenyl, C 1 -C 4 haloalkoxy, CN, NO 2 , COOR 4 or CONR 4 R 5 .

5. A compound of claim 4 in which Y represents hydrogen and Z represents C 1 -C 2 haloalkyl.

6. A compound of claim 1 having the formula

wherein Het, Q, R 2 and R 3 are as previously defined.

7. A composition for controlling insects which comprises a compound of claim 1 in combination with a phytologically-acceptable carrier.

8. A method of controlling insects which comprises applying to a locus where control is desired an insect-inactivating amount of a compound of claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Nov 8, 2021
From: DOW AGROSCIENCES LLC
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 058044/0184 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2009
From: LOSO, MICHAEL R.; NUGENT, BENJAMIN M.; ZHU, YUANMING; ROGERS, RICHARD B.; HUANG, JIM X.; RENGA, JAMES M.; BENKO, ZOLTAN L.; WHITEKER, GREGORY T.; DAEUBLE, JOHN F.
To: DOW AGROSCIENCES LLC
Reel/Frame 022357/0469 →