Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059082Generated: October 30, 2026

Water → Metazachlor

https://huagongshe.com/reaction/2059082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrazoleHCID 1048—
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloro-N-(chloromethyl)-N-(2,6-dimethylphenyl)acetamideHCID 13069882—
SolventTolueneHCID 1140—
ProductMetazachlorHCID 49384—

Reaction Steps

A solution of 7.5 parts by weight of pyrazole and 4.0 parts by weight of sodium hydroxide in 20 parts by volume of water was added dropwise at 20°-25° C., with vigorous stirring, to a solution of 24.6 parts by weight of 2-chloro-N-chloromethyl-2',6'-dimethylacetanilide and M parts by weight of phase transfer catalyst in 70 parts by volume of toluene, and stirring was continued for 3-5 hours at the same temperature. After complete conversion (checked by thin layer chromatography), the organic phase was washed three times with water, dried and concentrated under reduced pressure at 70° to give G parts by weight of 2-chloro-2',6'-dimethyl-N-(pyrazol-1-yl-methyl)-acetanilide, as shown in the Table which follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04321395
Source datasetuspto-grants-1982_03
ORD IDord-05afdc06429e4deaaf2b992baec583ca
Source noteuspto-grants-1982_03