Alkyl-substituted cycloalkanapyrazole herbicides

US4124374A · kind A · utility

Assignee

• E.I. DU PONT DE NEMOURS AND COMPANY · US

Inventor

• Anthony D. Wolf · Toronto, CA

Key dates

• Filing date: Sep 27, 1976
• Grant date: Nov 7, 1978
• Expiry date: Sep 27, 1996

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D231/54
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Herbicidal alkyl-substituted cycloalkanapyrazoles of the formula: ##STR1## where N IS 3, 4 OR 5; PA1 R.sub.1 is hydrogen or methyl; PA1 Q is methyl; PA1 X is fluorine, chlorine, bromine, iodine, cyano or methoxy; PA1 Y is hydrogen, fluorine or chlorine; PA1 Z is hydrogen or fluorine; PA1 V is hydrogen, fluorine, chlorine or OR; and PA1 R is alkyl of 1 to 4 carbon atoms; with the proviso that PA2 A. when n is 3, R.sub.1 is hydrogen; PA2 B. when n is 5, R.sub.1 is hydrogen, Y is hydrogen or fluorine, Z and V are hydrogen and X is fluorine, chlorine or bromine; PA2 C. when V is OR, X and Y are chlorine and Z is hydrogen; PA2 D. when V is fluorine or chlorine, X is fluorine, chlorine or bromine and Z is hydrogen. Preferred for their higher activity or favorable cost or both are those compounds of formula I where, independently, PA1 1. R.sub.1 is hydrogen and n is 4, PA1 2. Y is hydrogen or fluorine, V is hydrogen and Z is hydrogen. Most preferred for their outstanding herbicidal activity are those compounds of formula I where n is 4, R.sub.1 is hydrogen, X is fluorine, chlorine or bromine, Y is hydrogen or fluorine, V is hydrogen and Z is hydrogen.