# US 4,398,942 A · Herbicidally-active phenylacetonitriles

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- Number: US 4,398,942 A
- Document ID: US4398942A
- Status: Granted
- Kind: A
- Application number: 06/218,326
- Filed: 1980-12-22
- Granted: 1983-08-16
- Earliest claimed: 1980-12-22
- Assignees: Rohm and Haas Company
- Inventors: Hirotake Ikari; Kanichi Kakizaki
- Web page: https://patentgrep.com/patent/US4398942A

## CPC

- A01N 43/54: 1,3-Diazines; Hydrogenated 1,3-diazines
- A01N 43/40: six-membered rings
- A01N 43/50: 1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N 43/52: condensed with carbocyclic rings, e.g. benzimidazoles
- A01N 43/60: 1,4-Diazines; Hydrogenated 1,4-diazines
- A01N 43/647: Triazoles; Hydrogenated triazoles
- A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- 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

There is disclosed a method for selectively regulating weed plant growth in transplanted rice fields under aquatic conditions which comprises applying to said weed plants an effective amount of a compound of the formula: ##STR1## wherein: X is selected from hydrogen, (C.sub.1 -C.sub.4) alkyl, F, Cl, Br, NO.sub.2, or SO.sub.2 C.sub.6 H.sub.5 ; R is selected from C.sub.6 H.sub.5, C.sub.6 H.sub.4 X wherein X is as defined above, straight or branched chain (C.sub.1 -C.sub.8) alkyl, (C.sub.3 -C.sub.6) saturated or unsaturated cycloaliphatic groups, C.sub.6 H.sub.5 CH.sub.2 and C.sub.6 H.sub.5 S; n is selected from O and the integers 1 and 2; A is selected from CH or C.tbd.CH; and Z is a N-heterocyclic group; or an agronomically acceptable acid addition salt thereof.

## Claims

### Claim 1

A method for selectively controlling preemergence weed plant growth in transplanted rice fields under aquatic conditions which comprises applying to said plants or plant habitat in said rice fields before, at the time of, or after transplanting the rice plants an inhibiting amount of a compound having the formula: ##STR17## wherein X is selected from hydrogen, (C.sub.1 -C.sub.4)alkyl, F, Cl, Br, NO.sub.2 or SO.sub.2 C.sub.6 H.sub.5 ;
R is selected from C.sub.6 H.sub.5, C.sub.6 H.sub.4 --X wherein X is as defined above, straight or branched chain (C.sub.1 -C.sub.8) alkyl, (C.sub.3 -C.sub.6) saturated or unsaturated cycloaliphatic groups, C.sub.6 H.sub.5 CH.sub.2 -- or C.sub.6 H.sub.5 S--;
n is selected from 0, 1 or 2;
m is selected from 0, 1 or 2;
A is selected from CN and C.tbd.CH; and
Z is a N-heterocyclic group selected from: ##STR18## or an agronomically acceptable acid addition salt thereof.

### Claim 2 (depends on 1)

The method of claim 1 wherein ##STR19## is C.sub.6 H.sub.5, and R is selected from C.sub.6 H.sub.5, C.sub.6 H.sub.4 --X wherein X is CH.sub.3, Cl or C.sub.6 H.sub.5 SO.sub.2, C.sub.4 H.sub.9, C.sub.6 H.sub.5 CH.sub.2 or C.sub.6 H.sub.5 S.

### Claim 3 (depends on 2)

The method of claim 2 wherein
R is C.sub.6 H.sub.5 ;
n is 0; and
Z is selected from: ##STR20##

### Claim 4 (depends on 1)

The method of claim 1 wherein the compound is applied to the weed plant or the locus of the weed plant at the rate of from about 0.1 to 10 pounds per acre.

### Claim 5 (depends on 1)

The method of claim 1 wherein the weed plant is one or more of the group consisting of barnyardgrass, Monochoria, spikerush, flat sedge, broad leaf weeds and duckweed.

### Claim 6 (depends on 3)

The method of claim 3 wherein said compound is ##STR21##

### Claim 7 (depends on 3)

The method of claim 3 wherein said compound is ##STR22##

### Claim 8 (depends on 3)

The method of claim 3 wherein said compound is ##STR23##

### Claim 9 (depends on 3)

The method of claim 3 wherein said compound is ##STR24##

### Claim 10 (depends on 3)

The method of claim 3 wherein said compound is ##STR25##