# US 4,395,277 A · [4-(5'-Trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid esters with .alpha.-hydroxy or .alpha.-mercapto gamma-butyrolactone and their use as herbicides

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- Number: US 4,395,277 A
- Document ID: US4395277A
- Status: Granted
- Kind: A
- Application number: 06/288,860
- Filed: 1980-07-31
- Granted: 1983-07-26
- Earliest claimed: 1980-07-31
- Assignees: Ciba-Geigy Corporation
- Inventors: Beat Bohner; Hermann Rempfler
- Web page: https://patentgrep.com/patent/US4395277A

## CPC

- C07D 213/643: 2-Phenoxypyridines; Derivatives thereof
- A01N 43/40: six-membered rings
- C07D 405/12: linked by a chain containing hetero atoms as chain links
- 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

Novel .alpha.-[4-(5'-trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid -.gamma.-butyrolactone esters and -thioesters of the formula ##STR1## wherein R is hydrogen or chlorine, and X is oxygen or sulfur, which compounds have herbicidal activity. They are especially suitable for selectively combating gramineous weeds in cultivated crops. These compounds are produced by esterifing pyridyloxy-phenoxy-propionic acid with .alpha.-bromo-.gamma.-butyrolactone.

## Claims

### Claim 1

.alpha.-[4-(5'-Trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester and -thioester of the formula I ##STR6## wherein R is hydrogen or chlorine, and X is oxygen or sulfur.

### Claim 2 (depends on 1)

A compound of the formula I, claim 1, wherein X is oxygen.

### Claim 3 (depends on 2)

.alpha.-[4-(5'-Trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester according to claim 2.

### Claim 4 (depends on 2)

.alpha.-[4-(3'-Chloro-5'-trifluoromethylpyridyl-2'-o xy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester according to claim 2.

### Claim 5 (depends on 1)

A herbicidal composition which contains a herbicidally effective amount of an .alpha.-[4-(5'-trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester or -thioester of the formula I, claim 1, as active ingredient, together with inert additives.

### Claim 6 (depends on 1)

A method for selectively combating undesirable plant growth, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of an .alpha.-[4-(5'-trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester of the formula I, claim 1.

### Claim 7 (depends on 1)

A method for selectively combating gramineous weeds in dicotyledonous cultivated crops as well as in cereals and maize, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of an .alpha.-[4-(5'-trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester of the formula I, claim 1.

### Claim 8 (depends on 1)

A method for selectively combating gramineous weeds in cultivated crops of soyabean, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of an .alpha.-[4-(5'-trifluoromethylpyridyl-2'-oxy)-phenoxy]-propionic acid-.gamma.-butyrolactone ester of the formula I, claim 1.