# US 4,394,513 A · N-Azolyl acetanilides, the manufacture thereof, and their use as

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- Number: US 4,394,513 A
- Document ID: US4394513A
- Status: Granted
- Kind: A
- Application number: 06/108,541
- Filed: 1979-12-31
- Granted: 1983-07-19
- Earliest claimed: 1979-01-17
- Assignees: BASF SE
- Inventors: Karl Eicken; Wolfgang Rohr; Bruno Wuerzer
- Web page: https://patentgrep.com/patent/US4394513A

## CPC

- C07D 231/12: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A01N 43/50: 1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N 43/56: 1,2-Diazoles; Hydrogenated 1,2-diazoles
- A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D 233/56: with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D 233/68: Halogen atoms
- C07D 249/08: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- 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 N-azolylacetanilides of the formula ##STR1## where R denotes hydrogen or C.sub.1 -C.sub.4 -alkyl; R.sup.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen; R.sup.2 denotes hydrogen or methyl, R.sup.3 denotes unsubstituted or C.sub.1 -C.sub.4 -alkoxy-substituted C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkynyl or A; and A denotes N-azolylmethyl which is unsubstituted or substituted in the heterocyclic ring by from one to three radicals selected from the group consisting of methyl, methoxy and chlorine, processes for their manufacture, and their use as herbicides.

## Claims

### Claim 1

An N-azolylacetanilide of the formula ##STR309## where R denotes hydrogen or C.sub.1 -C.sub.4 -alkyl; R.sup.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen; R.sup.2 denotes hydrogen or methyl, R.sup.3 denotes A; and A denotes N-azolylmethyl in which the heterocyclic ring of the N-azolylmethyl is a pyrazole, 1,2,4-triazole or imidazole ring which ring is unsubstituted or substituted by from one to three radicals selected from the group consisting of methyl, methoxy and chlorine, with the proviso that both of the heterocyclic rings cannot be imidazole.

### Claim 2

An N-azolylacetanilide selected from the group consisting of N-(1,2,4-triazol-1-yl-methyl)-pyrazol-1-yl-acetic acid-2',6'-dimethylanilide and N-(pyrazol-1-yl-methyl)-pyrazol-1-yl-acetic acid-2',6'-dimethylanilide.

### Claim 3 (depends on 1)

The N-azolylacetanilide of claim 1 which is N-(pyrazol-1-yl-methyl)-pyrazol-1-yl-acetic acid-2',6'-dimethylanilide.