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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517552Generated: October 25, 2026

Ethyl thiooxamate → Ethyl 4-(3-bromobenzyl)-5-methylthiazole-2-carboxylate

https://huagongshe.com/reaction/517552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl thiooxamateHCID 2733398—
Reactant3-Bromo-1-(3-bromophenyl)butan-2-oneHCID 86711492—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl 4-(3-bromobenzyl)-5-methylthiazole-2-carboxylateHCID 86711493—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of ethyl 2-amino-2-thioxoacetate (50.9 mg, 0.38 mmol) and 3-bromo-1-(3-bromophenyl)butan-2-one (0.38 mmol, crude from previous step) in DMF (2 mL) was stirred at 70° C. for 12 h. The mixture was diluted with EtOAc and washed with H2O. The organic layer was concentrated, and purified by silica gel column chromatography(0-50% EtOAc/Hexane) to yield a yellowish solid (71 mg, 55% over 2 steps). MS (ES+) C14H14BrNO2S requires: 339, 341 found: 340, 342 [M+H]+(1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115120B2
Source datasetuspto-grants-2015_08
ORD IDord-5e08d89a8e144122b3b56f9f5521f41a
Source noteuspto-grants-2015_08