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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637706Generated: October 31, 2026

Ammonia → 5-Thiazolecarboxamide, 4-methyl-2-(3,4-dimethoxyphenyl)-

https://huagongshe.com/reaction/637706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthyl 2-chloroacetoacetateHCID 11858—
Reactant3,4-DimethoxybenzamideHCID 73705—
Reactantethyl 2-(3,4-dimethoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylateHCID 2763628—
Solvent1-ButanolHCID 263—
SolventEthanolHCID 702—
Product5-Thiazolecarboxamide, 4-methyl-2-(3,4-dimethoxyphenyl)-HCID 306806965%

Reaction Steps

Into a mixed solution of 50 ml of aqueous 28% ammonia and 450 ml of ethanol, 15.4 g of ethyl 2-(3,4-dimethoxyphenyl)-4-methylthiazole-5carboxylate which had been prepared by heating a mixture of 3,4-dimethoxybenzamide, ethyl α-chloroacetoacetate and n-butyl alcohol under a reflux for 5 hours was dissolved, and the solution was left at room temperature for 7 days. After condensing the solution to solid under a reduced pressure, the thus obtained residue was recrystallized from an aqueous ethanolic solution to obtain the object as colourless minute aciculate melting at 218° to 219.5° C. in an amount of 9.0 g corresponding to the yield of 65%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04558059
Source datasetuspto-grants-1985_12
ORD IDord-f057b2ef28634495b6d589a5e350fac8
Source noteuspto-grants-1985_12