N-alkyl-N-[1,3-butadienyl(thio)carbonyl]-(thio) phosphoramidates, compositions, and methods of use as pesticides

US5037813A · kind A · utility

Assignee

• Burroughs Wellcome Co. · US

Inventors

• Malcolm H. Black
• Robert J. Blade · Tring, GB
• Robert J. Peek · Berkhamsted, GB

Key dates

• Filing date: Dec 11, 1986
• Grant date: Aug 6, 1991
• Expiry date: Dec 11, 2006

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/2487
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A compound of Formula (I): EQU R.sup.1 (CA.dbd.CA.sup.1).sub.x --C(.dbd.X)NR.sup.2 R.sup.3(I) where R.sup.1 is alkyl optionally substituted by a group selected from alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, aryl, aryloxy, arylalkoxy and cycloalkyl fused to an aryl ring; x=1 or 2; X=O or S; each A and A.sup.1 is independently hydrogen, alkyl or haloalkyl; R.sup.2 is alkyl, alkenyl or cycloalkyl any of which may be substituted by halo, alkenyl, alkyl, cycloalkyl, alkynyl, dioxalanylalkyl or alkoxy; and R.sup.3 is selected from groups (A) to (D): PA0 (A) --Y.dbd.X.sup.1 --(R.sup.4).sub.a where X.sup.1 is O or S, Y is phosphorus or carbon, R.sup.4 is hydrogen, alkyl, alkoxy, acyl or CO.sub.2 R.sup.5 is alkyl or aryl, and a is 1 or 2. PA1 (B) --S(R.sup.6)(O).sub.b where R.sup.6 alkyl, aryl, aryloxy, alkoxy, thioalkoxy, thioaryl, alkythio, alkoxythio or arylthio and b is 0, 1 or 2 PA0 (C) --S(O).sub.c NR.sup.7 R.sup.8 where c is 0, 1 or 2, R.sup.7 is --COR.sup.9 or --CO.sub.2 R.sup.9 where R.sup.9 is hydrogen, alkyl or a fluorine atom, a group (A) or (B) as defined above, or alkyl substituted by acyl, carboalkoxy or cyano, and R.sup.8 is alkyl PA0 (D) R.sup.1 --(CA.dbd.CA.sup.1).…