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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489226Generated: October 26, 2026

Dichloromethane → Ethyl 2-(bromomethyl)-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/489226

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 2-methyl-1,3-thiazole-4-carboxylateHCID 293353—
Solvent1,2-DichloroethaneHCID 11—
ProductEthyl 2-(bromomethyl)-1,3-thiazole-4-carboxylateHCID 110431468%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of ethyl-2-methylthiazole 4-carboxylate (500 mg, 2.9 mmol), N-bromosuccinimide (877 mg, 4.9 mmol), and benzoyl peroxide (5-10 mg ) in 1,2-DCE (3 mL) was heated at 70° C. for 85 h. After cooling to room temperature, DCM (10 ml) was added and washed with water (3 times). The organic layer was dried over Na2SO4 and evaporated in vacuo. The residue was purified by preparative chromatography to yield the above-titled compound (58 mg). 1H NMR (CDCl3): 8.23 (1H, s), 4.77 (2H, s), 4.43 (2H, q), 1.42 (3H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06977267B2
Source datasetuspto-grants-2005_12
ORD IDord-93c2e3cc1941461180df679fb132fe9a
Source noteuspto-grants-2005_12