# US 4,400,205 A · m-Cyanoalkoxy-phenylureas having herbicidal activity

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- Number: US 4,400,205 A
- Document ID: US4400205A
- Status: Granted
- Kind: A
- Application number: 06/340,166
- Filed: 1982-01-18
- Granted: 1983-08-23
- Earliest claimed: 1979-03-26
- Assignees: Ciba-Geigy Corporation
- Inventors: Georg Pissiotas; Otto Rohr
- Web page: https://patentgrep.com/patent/US4400205A

## CPC

- C07D 295/215: Radicals derived from nitrogen analogues of carbonic acid
- A01N 47/30: Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
- A01N 47/38: containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
- C07C 275/34: having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C 275/64: having nitrogen atoms of urea groups singly-bound to oxygen atoms
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The m-Cyanoalkoxy-phenylureas of the formula I ##STR1## wherein X is hydrogen or halogen, Y--O is a preferably branched-chain cyanoalkoxy group, and --NR.sub.1 R.sub.2 is a primary, secondary or heterocyclic amino group, exhibit surprisingly good herbicidal activity against mono- and dicotyledonous plants, with a selective action in crops of maize, cereals, cotton and soya bean, and in the case of some of these compounds also in rape crops.

## Claims

### Claim 1

A compound of the formula: ##STR9## wherein X is hydrogen or chloro;
R.sub.1 is methyl or methoxy; and
Y is a cyanoalkyl group of the formula: ##STR10##

### Claim 2 (depends on 1)

A compound according to claim 1 wherein X is hydrogen.

### Claim 3 (depends on 1)

.alpha.-[m-(3,3-Dimethylureido)-phenoxy]-propionitrile according to claim 1.

### Claim 4 (depends on 1)

.alpha.-[m-(3,3-Dimethylureido)-phenoxy]-isobutyronitrile according to claim 1.

### Claim 5 (depends on 1)

.alpha.-[m-(3-Methyl-3-methoxyureido)-phenoxy]-isobutyronitrile according to claim 1.

### Claim 6 (depends on 1)

.alpha.-[m-(3,3-Dimethylureido)-phenoxy]-isobutyronitrile according to claim 1.

### Claim 7 (depends on 1)

.alpha.-[m-(3-Methyl-3-methoxyureido)-phenoxy]-butyronitrile according to claim 1.

### Claim 8 (depends on 1)

A herbicidal composition comprising an effective amount of a compound according to claim 1 and an inert carrier therefor.

### Claim 9 (depends on 1)

A method for controlling undesired plant growth, which comprises treating an area where plant-growth has to be controlled, with an effective amount of a m-cyanoalkoxyphenylurea of the formula I, according to claim 1.

### Claim 10 (depends on 1)

A method for selectively controlling weeds in culture crops of maize, cereal, cotton, soya bean and rape, which comprises treating areas, where such crops are sown or growing, with an effective amount of a m-cyanoalkoxyphenylurea of the formula I, according to claim 1.