N-sulfenylated pyrazolines, compositions and use

Details N-sulfenylated pyrazolines, compositions and use N-sulfenylated pyrazolines, compositions and use

1991-03-12

1993-03-23

Ramsuer, Robert W.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Phosphorus containing other than solely as part of an...

514 81, 5142328, 514320, 514403, 544140, 546187, 546199, 548113, 548369, 548370, A01N 4356, A01N 5732, C07D 2354, C07F 924

Patent

active

051964082

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

The following publications disclose pyrazolines:


______________________________________ U.S. Pat. No. 4,070,365 EPA 21,506 U.S. Pat. No. 4,156,007 EPA 58,424 U.S. Pat. No. 4,174,393 EPA 65,334 U.S. Pat. No. 4,663,341 EPA 113,213 WO 88/05046 EPA 153,127 WO 88/07994 EPA 286,346 WO 89/00562 EPA 300,692 ______________________________________ Grosscurt et al., J. Agric Food Chem., Vol. 27, No. 2 (1979).


SUMMARY OF THE INVENTION

This invention pertains to compounds of Formulae I, II and III, including all geometric and stereoisomers, agriculturally suitable salts thereof, compositions containing them and their use as arthropodicides in agricultural and home uses. Hereafter, the compounds, isomers and salts are referred to as compound(s) for the sake of simplicity. The compounds are: ##STR2## wherein
A is a 1, 2 or 3-atom bridge comprising 0 to 3 carbon atoms, 0 to 1 oxygen atoms, NR.sub.6, or S(O)q, wherein each carbon individually can be substituted with 1 to 2 substituents selected from 1 to 2 halogen, C.sub.1 to C.sub.6 alkyl, C.sub.2 to C.sub.4 alkoxycarbonyl or phenyl optionally substituted with 1 to 3 substituents independently selected from W and one of the carbon atoms can be combined into the group C(O) or C(S);
B is H, C.sub.1 to C.sub.6 alkyl, C.sub.4 to C.sub.7 cycloalkyl alkyl, C.sub.3 to C.sub.6 cycloalkyl optionally substituted with 1 to 2 halogens or 1 to 2 CH.sub.3 ; C.sub.1 to C.sub.6 haloalkyl, C.sub.2 to C.sub.6 alkenyl, C.sub.2 to C.sub.6 haloalkenyl, C.sub.2 to C.sub.6 alkynyl, OR.sub.7, C.sub.2 to C.sub.6 alkoxyalkyl, C.sub.2 to C.sub.6 cyanoalkyl, C.sub.3 to C.sub.8 alkoxycarbonylalkyl, CO.sub.2 R.sub.4, C(O)R.sub.4, C(O)NR.sub.4 R.sub.5, C(S)NR.sub.4 R.sub.5, C(S)R.sub.4, C(S)SR.sub.4, phenyl, phenyl substituted by (R.sub.14)p, benzyl, or benzyl substituted with 1 to 3 substituents independently selected from W;
J is H, C.sub.1 to C.sub.4 alkyl or phenyl optionally substituted with W;
K is H or CH.sub.3 ;
q is 0, 1 or 2;
R.sub.1, R.sub.2, R.sub.3 and R.sub.14 are independently selected from R.sub.4, halogen, CN, N.sub.3, SCN, NO.sub.2, OR.sub.4, SR.sub.4, S(O)R.sub.4, S(O).sub.2 R.sub.4, OC(O)R.sub.4, OS(O).sub.2 R.sub.4, CO.sub.2 R.sub.4, C(O)R.sub.4, C(O)NR.sub.4 R.sub.5, S(O).sub.2 NR.sub.4 R.sub.5, NR.sub.4 R.sub.5, NR.sub.5 C(O)R.sub.4, OC(O)NHR.sub.4, NR.sub.5 C(O)NHR.sub.4 and NR.sub.5 S(O).sub.2 R.sub.4 ; or when m, n or p is 2, R.sub.1, R.sub.2, R.sub.3 or R.sub.14 can independently be taken together as OCH.sub.2 O, OCH.sub.2 CH.sub.2 O or CH.sub.2 CH.sub.2 O, to form a 5 or 6-membered ring, each of which can be independently substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups;
R.sub.4 is selected from H, C.sub.1 to C.sub.6 alkyl, C.sub.3 to C.sub.6 cycloalkyl, C.sub.3 to C.sub.8 alkoxycarbonylalkyl, C.sub.3 to C.sub.6 alkenyl, C.sub.3 to C.sub.6 alkynyl, C.sub.1 to C.sub.6 haloalkyl, C.sub.3 to C.sub.6 haloalkenyl, C.sub.1 to C.sub.6 alkyl substituted with CN, CO.sub.2 CH.sub.3, CO.sub.2 CH.sub.2 CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, SCH.sub.3, SCH.sub.2 CH.sub.3 or NO.sub.2, or R.sub.4 is phenyl or benzyl, either optionally substituted with W; or R.sub.4 and R.sub.5 can be taken together as (CH.sub.2).sub.4, (CH.sub.2).sub.5 or CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 ;
R.sub.5 is selected from H, C.sub.1 to C.sub.4 alkyl, C.sub.3 to C.sub.4 alkenyl, C.sub.3 to C.sub.4 alkynyl or C.sub.1 to C.sub.4 haloalkyl;
m, n and p are independently 1 to 3;
W is halogen, CN, NO.sub.2, C.sub.1 to C.sub.2 alkyl, C.sub.1 to C.sub.2 haloalkyl, C.sub.1 to C.sub.2 alkoxy, C.sub.1 to C.sub.2 haloalkoxy, C.sub.1 to C.sub.2 alkylthio, C.sub.1 to C.sub.2 haloalkylthio, C.sub.1 to C.sub.2 alkylsulfonyl or C.sub.1 to C.sub.2 haloalkylsulfonyl;
R.sub.6 is H, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 haloalkyl, C.sub.2 to C.sub.4 alkenyl, C.sub.2 to C.sub.4 haloalkenyl, phenyl optionally substituted with W or benzyl optionally substituted with W;
R.sub.7 is H, C.sub.1 to C.sub.4 alkyl, C.sub.2 to C.sub.4 alkenyl, C.sub.2 to C.sub.4

REFERENCES:
patent: 4960784 (1990-10-01), Lahm

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