Arthropodicidal oxazolines and thiazolines

Details Arthropodicidal oxazolines and thiazolines Arthropodicidal oxazolines and thiazolines

1996-02-01

1997-11-11

Richter, Johann

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504193, 504235, 504247, 504252, 504266, 514 63, 514249, 514307, 514311, 514340, 514342, 514365, 514374, 544353, 546144, 546167, 5462704, 5462714, 548110, 548146, 548239, C07D26314, C07D26310, C07D27710, A01N 4374

Patent

active

056863934

DESCRIPTION:

BRIEF SUMMARY
The present invention comprises oxazolines and thiazolines useful as arthropodicides and acaricides. The arthropodicidal and acaricidal oxazolines and thiazolines of this invention are distinguished from those described in EP 345,775, EP 432,661, JP 489,484 and JP 2,304,069 by phenyl-ring substitution not disclosed by this art.


SUMMARY OF THE INVENTION

The invention comprises compounds of Formula I, including all geometric and stereoisomers, agriculturally suitable salts thereof, agricultural compositions containing them and their use as arthropodicides and acaricides in both agronomic and nonagronomic environments. The compounds are ##STR2## wherein:
A is selected from the group a direct bond and C.sub.1 -C.sub.3 straight or branched chain alkylene;
E is selected from the group C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 haloalkyl;
Z is selected from the group O and S;
R.sup.1 and R.sup.2 are independently selected from the group H, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.6 alkylthio, CN and NO.sub.2 ;
R.sup.3 is selected from the group C.sub.3 -C.sub.7 halocycloalkyl; C.sub.2 -C.sub.10 haloalkenyl optionally substituted with at least one member independently selected from the group CN and C.sub.2 -C.sub.6 alkoxycarbonyl; C.sub.1 -C.sub.10 alkyl substituted with at least one member independently selected from the group Si(R.sup.6)(R.sup.7)R.sup.8, CN, C.sub.2 -C.sub.6 alkylcarbonyl, C.sub.2 -C.sub.6 haloalkylcarbonyl, C.sub.2 C.sub.6 haloalkoxycarbonyl, and C.sub.2 -C.sub.6 alkoxycarbonyl; C.sub.2 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.10 alkenyl optionally substituted with at least one member independently selected from R.sup.9 ; C.sub.2 -C.sub.10 alkynyl optionally substituted with at least one member independently selected from R.sup.9 ; C.sub.2 -C.sub.6 haloalkylcarbonyl; C.sub.2 -C.sub.6 alkoxycarbonyl; C.sub.2 -C.sub.6 haloalkoxycarbonyl; C(O)R.sup.9 ; C(O)OR.sup.9 ; C(O)N(R.sup.10)R.sup.11 ; OR.sup.12 ; tetrahydropyranyl; phenyl substituted with at least one member independently selected from W.sup.1 ; and an 8- to 12-membered fused bicyclic ring system containing 0-4 heteroatoms independently selected from 0-4 nitrogen, 0-2 oxygen and 0-2 sulfur, the ring system optionally substituted with at least one member independently selected from W;
R.sup.4 and R.sup.5 are independently selected from the group H, halogen, CN, NO.sub.2, C.sub.1 -C.sub.16 alkyl, C.sub.1 -C.sub.16 alkoxy, C.sub.1 -C.sub.16 haloalkyl, C.sub.1 -C.sub.16 haloalkoxy, C.sub.3 -C.sub.7 cycloalkyl, C.sub.4 -C.sub.16 cycloalkylalkyl, C.sub.2 -C.sub.16 alkenyl, C.sub.2 -C.sub.16 haloalkenyl, C.sub.2 -C.sub.16 alkynyl, C.sub.2 -C.sub.16 haloalkynyl, C.sub.2 -C.sub.16 alkoxyalkoxy, Si(R.sup.6)(R.sup.7)R.sup.8, and phenyl optionally substituted with at least one member independently selected from W;
R.sup.6, R.sup.7 and R.sup.8 are independently selected from C.sub.1 -C.sub.6 alkyl;
R.sup.9 is selected from the group phenyl and pyridyl, each optionally substituted with at least one member independently selected from W;
R.sup.10 and R.sup.11 are independently selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, and phenyl optionally substituted with at least one member independently selected from W;
R.sup.12 is selected from the group tetrahydropyranyl; C.sub.1 -C.sub.10 alkyl substituted with at least one member independently selected from the group CN, C.sub.2 -C.sub.6 alkylcarbonyl, C.sub.2 -C.sub.6 haloalkylcarbonyl, C.sub.2 -C.sub.6 haloalkoxycarbonyl, C.sub.2 -C.sub.6 alkoxycarbonyl, C.sub.2 -C.sub.6 alkylcarbonyl, and Si(R.sup.6)(R.sup.7)R.sup.8 ; C.sub.3 -C.sub.7 cycloalkyl; C.sub.3 -C.sub.7 halocycloalkyl; C.sub.3 -C.sub.7 cyanocycloalkyl; C.sub.4 -C.sub.7 alkylcycloalkyl; C.sub.4 -C.sub.7 cycloalkylalkyl; C.sub.4 -C.sub.7 halocycloalkylalkyl; C.sub.3 -C.sub.10 haloalkynyl; C.sub.2 -C.sub.10 haloalkenyl optionally substituted with at least one member independently selected from the group CN and C.sub.2 -C.sub.6 alkoxycarbonyl; and an 8- t

REFERENCES:
patent: 3901906 (1975-08-01), Kozlik
patent: 4889867 (1989-12-01), Lutomski et al.
patent: 4977171 (1990-12-01), Suzuki et al.
patent: 5141948 (1992-08-01), Miyamoto et al.
Ardabilchi, N et al, Chemical Abstracts, 91(11), Abstract No. 91279r (1979).
Miyamoto, S. et al, Chemical Abstracts, 117(13), Abstract No. 131181s (1992).
Miyamoto, S. et al, Patent Abstracts of Japan, 16(13), Abstract No. C-0901 (1992).

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