# US 4,400,202 A · N-m-Phenyl glutarimide derivatives and their use as herbicides

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- Number: US 4,400,202 A
- Document ID: US4400202A
- Status: Granted
- Kind: A
- Application number: 06/330,630
- Filed: 1981-12-14
- Granted: 1983-08-23
- Earliest claimed: 1978-05-30
- Assignees: Stauffer Chemical Company
- Inventors: Eugene G. Teach
- Web page: https://patentgrep.com/patent/US4400202A

## CPC

- C07D 207/408: Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
- A01N 47/30: Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
- C07D 211/88: attached in positions 2 and 6, e.g. glutarimide
- 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

Compounds defined by the generic formula ##STR1## wherein R is hydrogen or hydroxyl, R.sub.1 is selected from the group consisting of methyl and hydrogen; R.sub.2 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl including methyl, ethyl, propyl and butyl and methoxy; R.sub.3 is selected from the group consisting of hydrogen, methyl and ethyl; m is 0 or 1; and n is 1 or 2, exhibit herbicidal activity.

## Claims

### Claim 1

A compound having the formula ##STR5## wherein R is hydrogen or hydroxyl, R.sub.1 is selected from the group consisting of methyl and hydrogen; R.sub.2 is selected from the group consisting of methyl, ethyl, propyl and butyl and methoxy; R.sub.3 is selected from the group consisting of hydrogen, methyl and ethyl; m is 0 or 1; and n is 1 or 2 provided that m+n equals 2.

### Claim 2 (depends on 1)

A compound of claim 1 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 3 (depends on 1)

A compound of claim 1 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 4 (depends on 1)

A compound of claim 1 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1; and n is 1.

### Claim 5 (depends on 1)

A compound of claim 1 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1 and n is 1.

### Claim 6

A composition of matter comprising
(1) a herbicidally effective amount of the compound having the formula ##STR6## wherein R is hydrogen or hydroxyl, R.sub.1 is selected from the group consisting of methyl and hydrogen; R.sub.2 is selected from the group consisting of methyl, ethyl, propyl and butyl and methoxy; R.sub.3 is selected from the group consisting of hydrogen, methyl and ethyl; m is 0 or 1; and n is 1 or 2 provided that m+n equals 2, and
(2) an inert carrier.

### Claim 7 (depends on 6)

A composition of claim 6 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 8 (depends on 6)

A composition of claim 6 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 9 (depends on 6)

A composition of claim 6 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1 and n is 1.

### Claim 10 (depends on 6)

A composition of claim 6 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1; and n is 1.

### Claim 11

A method of controlling undesirable vegetation comprising applying to the locus thereof a herbicidally effective amount of the compound having the formula ##STR7## wherein R is hydrogen or hydroxyl, R.sub.1 is selected from the group consisting of methyl and hydrogen; R.sub.2 is selected from the group consisting of methyl, ethyl, propyl and butyl and methoxy; R.sub.3 is selected from the group consisting of hydrogen, methyl and ethyl; m is 0 or 1; and n is 1 or 2 provided that m+n equals 2.

### Claim 12 (depends on 11)

A method of claim 11 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 13 (depends on 11)

A method of claim 11 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 0; and n is 2.

### Claim 14 (depends on 11)

A method of claim 11 in which R is H--; R.sub.1 is H--; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1; and n is 1.

### Claim 15 (depends on 11)

A method of claim 11 in which R is H--; R.sub.1 is CH.sub.3 --; R.sub.2 is CH.sub.3 --; R.sub.3 is CH.sub.3 --; m is 1; and n is 1.