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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127113Generated: October 29, 2026

Water → Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate

https://huagongshe.com/reaction/127113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl IsocyanateHCID 12228—
Reactant4-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 104454—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetateHCID 2028863771.8%

Reaction Steps

To a solution of ethyl 2-aminothiazol-4-ylacetate (27.4 g.) in dimethylsulfoxide (135 ml.) was dropwise added methylisocyanate (13.05 g.) with stirring at room temperature, and the mixture was stirred for 3 hours at 40° C. After the reaction, the reaction mixture was poured into water (500 ml.), and then extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride in turn and then dried over magnesium sulfate. After distillation of the solvent from the extract, the residue was pulverized in diethyl ether, collected by filtration and then dried to give colorless crystals of ethyl 2-(3-methylureido)thiazol-4-ylacetate (25.7 g.), mp 158° to 159° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254260
Source datasetuspto-grants-1981_03
ORD IDord-b2b7cf225466449d90456b4cf854b6c7
Source noteuspto-grants-1981_03