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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418115Generated: November 2, 2026

Thioacetamide → Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/1418115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioacetamideHCID 2723949—
ReactantEthyl 2-chloro-4,4,4-trifluoro-3-oxobutanoateHCID 2737165—
ReactantL-AltroseHCID 10219674—
ProductEthyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylateHCID 1486077—

Reaction Steps

U.S. Pat. No. 5,045,554 (Alt et al., 9/91), herein incorporated by reference, discloses the reaction of ethyl 4,4,4-trifluoro-2-chloroacetoacetate and thioacetamide to produce ethyl 2-methyl-4-(trifluoromethyl)thiazole-5-carboxylate, which was in turn used to produce fungicidal thiazolecarboxanilides. The reaction produced the thiazole in one step by refluxing the reactants in dimethylformamide, but had only a 38% isolated yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05880288
Source datasetuspto-grants-1999_03
ORD IDord-ecb65e45935042f6b4a113ea797ad146
Source noteuspto-grants-1999_03