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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458240Generated: October 25, 2026

Methanesulfonyl chloride → Ethyl 4-methyl-2-[(methylsulfonyl)amino]-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/458240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantEthyl 2-amino-4-methylthiazole-5-carboxylateHCID 343747—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductEthyl 4-methyl-2-[(methylsulfonyl)amino]-1,3-thiazole-5-carboxylateHCID 298999687%

Reaction Steps

A stirred solution of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (558 mg, 3 mmol) in dichloromethane (15 mL) and pyridine (5 mL) was treated with methanesulfonyl chloride (687 mg, 6 mmol) at rt overnight. The solution was diluted with dichloromethane (50 mL) and washed with 2N aq. HCl solution (15 mL, 3×), dried (MgSO4), filtered and concentrated. The crude residue was diluted with ether (25 mL) and the solid was filtered, washed with 1:1 ether:hexane mixture (10 mL, 3×), and dried in vacuo to obtain the title compound (687 mg, 87%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189854B2
Source datasetuspto-grants-2007_03
ORD IDord-ae310d4d949f48dca2839adc6f167178
Source noteuspto-grants-2007_03