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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061000Generated: November 4, 2026

Water → Methyl 4-(2-aminothiazol-4-yl)benzoate

https://huagongshe.com/reaction/1061000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantThioureaHCID 2723790—
ReactantMethyl 4-(2-bromoacetyl)benzoateHCID 13612771—
SolventIsopropanolHCID 3776—
ProductMethyl 4-(2-aminothiazol-4-yl)benzoateHCID 2060012—

Reaction Steps

At room temperature, methyl 4-bromoacetylbenzoate (1.00 g) and thiourea (296 mg) were dissolved in isopropanol (100 ml), followed by heating under reflux for 15 minutes. Under stirring at the same temperature, anhydrous sodium carbonate (206 mg) was added to the reaction mixture. The resulting mixture was heated under reflux for 20 minutes. After completion of the reaction, water (50 ml) was added under ice cooling and the solid so precipitated was collected by filtration. The solid was dissolved in water and dichloromethane. The organic layer so separated was dried over anhydrous sodium sulfate. The solvent was then distilled off. The pale yellow solid so precipitated was washed with ether, whereby the title compound (634 mg, 70%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525042B1
Source datasetuspto-grants-2003_02
ORD IDord-8244e37be0a24c04aec173e8cbf8511c
Source noteuspto-grants-2003_02