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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233311Generated: November 2, 2026

Water → 5-Thiazolemethanol, 2-bromo-4-methyl-, 5-methanesulfonate

https://huagongshe.com/reaction/2233311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2-Bromo-4-methylthiazol-5-yl)methanolHCID 59295463—
SolventDichloromethaneHCID 6344—
Product5-Thiazolemethanol, 2-bromo-4-methyl-, 5-methanesulfonateHCID 5929552067.2%

Reaction Steps

To an ice-cold solution of (2-Bromo-4-methyl-thiazol-5-yl)-methanol (3.2 g, 15.6 mmol) and triethylamine (3.2 mL, 23.4 mmol) in dichloromethane (80 mL) is slowly added a solution of methanesulfonyl chloride (2.1 g, 18.7 mmol) in dichloromethane (20 mL). The mixture is kept at this temperature for 45 minutes and afterwards allowed to warm to room temperature. Water (30 mL) is added after 3 hours and the mixture is extracted with ethylacetate. The organic phase is separated and dried over MgSO4. The organic solvent is removed under reduced pressure to give 3.0 g of Methanesulfonic acid 2-bromo-4-methyl-thiazol-5-ylmethyl ester, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709481B2
Source datasetuspto-grants-2010_05
ORD IDord-b3b963e91f604cc78be468651749bdd1
Source noteuspto-grants-2010_05