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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201976Generated: October 29, 2026

Hydrochloric Acid → (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide

https://huagongshe.com/reaction/2201976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Chloro-6-methylanilineHCID 6897—
Reactant3-Ethoxy-2-propenoyl chlorideHCID 3014429—
Reactant2-Amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamideHCID 21911644—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
Product(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamideHCID 44557928—

Reaction Conditions

Temperature20 °C

Reaction Steps

PCT Publication No. WO 2005/077945 provides a process for the preparation of 2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide (Formula 1c) which involves adding 3-ethoxyacryloyl chloride to a cold stirring solution of 2-chloro-6-methylaniline and pyridine in tetrahydrofuran at a temperature of 0° C. to 5° C. The mixture thus obtained was then warmed, stirred for 2 hours at 20° C., and hydrochloric acid was added at 0° C. to 10° C. The mixture was diluted with water and the resulting solution was concentrated under vacuum to a thick slurry. The slurry was diluted with toluene and stirred for 15 minutes at 20° C. to 22° C. then for 1 hour at 0° C. to obtain (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365526B2
Source datasetuspto-grants-2016_06
ORD IDord-b764e129ab624b36a971cb67d05d1966
Source noteuspto-grants-2016_06