# US 4,394,159 A · 2-Chloro-3-(phenoxy or phenylthio)-6-6-nitro -anilines

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- Number: US 4,394,159 A
- Document ID: US4394159A
- Status: Granted
- Kind: A
- Application number: 06/243,385
- Filed: 1981-03-13
- Granted: 1983-07-19
- Earliest claimed: 1978-07-15
- Assignees: Celamerck GmbH & Co. KG
- Inventors: Wolfgang Buck; Richard Sehring; Gerbert Linden; Sigmund Lust
- Web page: https://patentgrep.com/patent/US4394159A

## CPC

- C07D 295/073: with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
- A01N 33/22: having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
- A01N 37/52: containing [IMAGE cpc-sch-A01N-0939.gif] groups, e.g. carboxylic acid amidines
- C07D 295/096: with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
- 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

## Abstract

This invention is directed to 2-chloro-6-nitro-aniline compounds of the formula ##STR1## wherein A represents hydrogen, a straight or branched alkyl radical having from 1 to 6 carbon atoms a cycloalkyl radical having from 3 to 6 carbon atoms, a chlorine-substituted or hydroxyl-sustituted alkyl radical having from 2 to 6 carbon atoms, or an allyl or trifluoroacetyl group, B represents hydrogen or a methyl, ethyl, n-propyl, or isopropyl group, or A and B represent together an alkylene radical optionally interrupted by oxygen, .dbd.NH or, .dbd.NCH.sub.3, and having up to 5 members, or the group .dbd.CH-N(CH.sub.3).sub.2, R represents hydrogen, fluorine, chlorine, or bromine or a trifluoromethyl, methyl, or methoxy group, and X represents oxygen or sulphur, and novel herbicidal compositions containing these compounds as active ingredients.

## Claims

### Claim 1

A compound of the formula ##STR13## wherein A is hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, chloro-(alkyl of 2 to 6 carbon atoms), hydroxy-(alkyl of 2 to 6 carbon atoms) or allyl;
B is alkyl of 1 to 3 carbon atoms;
R is hydrogen, fluorine, chlorine, bromine, methyl or methoxy; and
X is oxygen or sulfur.

### Claim 2 (depends on 1)

The compound of claim 1 which is 2-chloro-3-phenoxy-6-nitroaniline.

### Claim 3 (depends on 1)

A selective herbicidal composition consisting essentially of an inert carrier and an herbicidally effective amount of a compound of claim 1.

### Claim 4 (depends on 3)

A selective herbicidal composition of claim 3 which additionally contains an herbicidally effective amount of another herbicide.

### Claim 5 (depends on 3, 4)

The method of killing weeds which comprises contacting said weeds with an effective amount of a selective herbicidal composition of claims 3 or 4.

### Claim 6 (depends on 1)

The method of controlling undesirable plant growth which comprises administering an effective amount of a compound of claim 1.