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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282288Generated: October 25, 2026

Thiourea → Ethyl 2-amino-4-(2,4-dichlorophenyl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/2282288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
ReactantEthyl 2-bromo-3-(2,4-dichlorophenyl)-3-oxopropanoateHCID 58094874—
SolventEthanolHCID 702—
ProductEthyl 2-amino-4-(2,4-dichlorophenyl)-1,3-thiazole-5-carboxylateHCID 58094863100%

Reaction Steps

To a solution of ethyl 2-bromo-3-(2,4-dichlorophenyl)-3-oxopropanoate (5.14 g, 15.1 mmol) in ethanol (90 mL) was added thiourea (1.26 g, 16.6 mmol) and the solution was stirred at reflux for 2 hours. The reaction was allowed to cool to room temperature, then the solvent was evaporated in vacuo. Column chromatography was performed to yield the title compound (4.79 g, 99%). LCMS: (AA) ES+, 319. 1H NMR (300 MHz, d1-chloroform) δ: 8.11 (br s, 2H), 7.52-7.33 (m, 3H), 4.24-4.16 (m, 2H), 1.23-1.17 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139589B2
Source datasetuspto-grants-2015_09
ORD IDord-7a132a0328ab49a5b2ae116a70d85a91
Source noteuspto-grants-2015_09