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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265620Generated: October 30, 2026

Methanethioamide → 3-(5-Methyl-thiazol-4-yl)-benzoic acid methyl ester

https://huagongshe.com/reaction/1265620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanethioamideHCID 3005587—
ReactantRac-3-(2-bromo-propionyl)-benzoic acid methyl esterHCID 22139798—
SolventEthanolHCID 702—
Product3-(5-Methyl-thiazol-4-yl)-benzoic acid methyl esterHCID 69689272103.3%

Reaction Steps

A solution of crude rac-3-(2-bromo-propionyl)-benzoic acid methyl ester (2.71 g) and thioformamide (1.83 g) in EtOH (20 ml) was heated at reflux for 1 h. The mixture was partitioned between AcOEt and brine, the organic layer was dried and evaporated and the residual oil was chromatographed on silica gel using AcOEt/hexane (1:4) as eluent to give 3-(5-methyl-thiazol-4-yl)-benzoic acid methyl ester (2.41 g) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-8956c7edb5fb4156b7f7c6f7c2d66b5f
Source noteuspto-grants-2003_04