Uniroyal Inc.

Uniroyal Chemical Company, Inc.

Benjamin J Pierce

Mark A Dekeyser

Richard C Moore

Winchester L Hubbard

An organophosphorus compound having the structural formula ##STR1## where R is C.sub.1 -C.sub.4 alkyl; R.sup.1 is hydrogen or methyl; or R and R.sup.1 together are a diradical having the formula --SC(Y).dbd.Z--, where Y is halogen, hydrogen or C.sub.1 -C.sub.2 alkyl; and Z is nitrogen, CH, C(CH.sub.3) or C(C.sub.2 H.sub.5) with the proviso that if Y is hydrogen, Z cannot be CH; R.sup.2 is hydrogen, chlorine or bromine; R.sup.3 is methyl or ethyl; R.sup.4 is methoxy, ethoxy, --SCH.sub.3 or --SC.sub.2 H.sub.5 ; and X is oxygen or sulfur and their hydrochlorides is disclosed. These compounds are useful as insecticides or nematocides. In another aspect of this invention a method of controlling rice planthoppers is provided. In this method an insecticidally effective amount of a compound having the formula given above where R is C.sub.1 -C.sub.4 alkyl or benzyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.3 alkyl; or R and R.sup.1 together are a diradical selected from the group consisting of --CH.dbd.CH--CH.dbd.CH--, --CH.dbd.CCl--CH.dbd.CH--, --CH.dbd.C(CH.sub.3)--CH.dbd.CH-- and --SC(Y).dbd.Z--, where Y is halogen, hydrogen or C.sub.1 -C.sub.2 alkyl; and Z is nitrogen, CH, C(CH.sub.3) or C(C.sub.2 H.sub.5); R.sup.2 is hydrogen or bromine; R.sup.3 is methyl or ethyl; R.sup.4 is methoxy, ethoxy or propylthio, with the proviso that if R.sup.2 is bromine, R.sup.4 is propylthio, and X is oxygen or sulfur is applied to the loci where rice planthoppers reside.

Substituted pyrimidinyl organophosphorus insecticides

An organophosphorus compound of the formula ##STR1## where R and R.sup.1 together form a 1,3-butadien-1,4-diyl group optionally substituted with a chloro group, or R and R.sup.1 together form a 1,2-ethenediylthio group wherein sulfur is attached to carbon; R.sup.2 is hydrogen, chlorine or bromine; X is O or S; R.sup.3 is C.sub.1 -C.sub.2 alkyl; and R.sup.4 is C.sub.1 or C.sub.2 alkoxy or propylthio is disclosed. The organophosphorus compounds defined above are effective in the control of insects, nematodes and acarids.

A compound of the formula ##STR1## wherein R and R.sup.1 together form a 1,3-butadien-1,4-diyl group optionally substituted with a methyl or chloro group and R.sup.2 is halogen is disclosed. The compound is useful as an intermediate in the synthesis of insecticidal organophosphorus compounds.

Growing community of inventors

Guelph, Canada

Benjamin J Pierce