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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644461Generated: October 25, 2026

Sodium Bicarbonate → 2-(2-Aminothiazol-4-yl)-4-chlorophenol

https://huagongshe.com/reaction/644461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantThioureaHCID 2723790—
Reactant2-Bromo-5'-chloro-2'-hydroxyacetophenoneHCID 2756885—
SolventEthanolHCID 702—
Product2-(2-Aminothiazol-4-yl)-4-chlorophenolHCID 471542069%

Reaction Steps

A mixture of 2-bromo-1-(5-chloro-2-hydroxyphenyl)ethanone (156.9 mg, 0.63 mmol), thiourea (47.9 mg, 0.63 mmol) and ethanol (3 mL) was refluxed for 2 hours. After the reaction mixture was cooled to room temperature, it was poured into saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine and dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give the title compound (98.6 mg, 64.5%) as a light yellowish white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700655B2
Source datasetuspto-grants-2010_04
ORD IDord-7d7ace59f7ba422c8b430a046831d9f9
Source noteuspto-grants-2010_04