Herbicidally active derivatives of N-phenyl-3,4,5,6-tetrahydrophthalimide

US4824476A · kind A · utility

Assignee

• Ciba-Geigy · US

Inventors

• Georg Pissiotas · Lörrach, DE
• Beat Bohner · Binningen, CH

Key dates

• Filing date: Jun 16, 1986
• Grant date: Apr 25, 1989
• Expiry date: Jun 16, 2006

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D409/12
• WIPO field: Basic materials chemistry
• WIPO sector: Chemistry

Abstract

Novel derivatives of N-phenyl-3,4,5,6-tetrahydrophthalimide of the formula I given below have good pre- and post-emergence, selective-herbicidal properties, and they furthermore regulate and inhibit plant growth. The compounds correspond to the formula I ##STR1## wherein R is C.sub.1 -C.sub.3 -alkyl, PA1 n is zero, one or two, PA1 R.sub.1 and R.sub.2 independently of one another are each hydrogen or halogen, PA1 R.sub.3 l is hydrogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl or a radical --CH.sub.2 YR.sub.4, PA1 R.sub.4 is C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkynyl, C.sub.3 -C.sub.7 -cycloalkyl, benzyl or phenyl, PA1 Z is oxygen, or an oxime radical .dbd.N--O--Q, and the grouping --C(R.sub.3).dbd.Z can also be a ketal radical, and PA1 Q is hydrogen, a C.sub.1 -C.sub.10 -alkyl radical, a C.sub.3 -C.sub.8 -alkenyl radical or a C.sub.3 -C.sub.8 -alkynyl radical, a C.sub.3 -C.sub.7 -cycloalkyl or C.sub.3 -C.sub.7 -cycloalkenyl radical, a phenyl-C.sub.1 -C.sub.4 -alkyl group, a carbamoyl radical, a carbonic or thiocarbonic acid radical, a C.sub.1 -C.sub.4 -alkylsulfonyl radical, a metal ion or a quaternized ammonium ion.