Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864542Generated: November 1, 2026

Acetic Anhydride → 2-Acetamido-5-bromo-1,3-thiazole

https://huagongshe.com/reaction/1864542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant5-Bromothiazol-2-amine monohydrobromideHCID 2723848—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-Acetamido-5-bromo-1,3-thiazoleHCID 350260—

Reaction Conditions

Temperature0 °C

Reaction Steps

5.9 ml (42.3 mmol) of acetic anhydride are added to a solution of 10 g (38.5 mmol) of 2-amino-5-bromothiazole hydrobromide in 100 ml of dichloromethane and 11 ml (77 mmol) of triethylamine, cooled to 0° C. The reaction medium is stirred for 30 minutes at 0° C. and then for 18 hours at room temperature. After addition of water, the pH is adjusted to pH 8 with aqueous 1M sodium hydroxide solution and the reaction medium is extracted with dichloromethane. The dichloromethane phase is dried over magnesium sulfate, filtered and evaporated. The residue obtained is used in step b without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625914B2
Source datasetuspto-grants-2009_12
ORD IDord-aa5acf45eb614ca4ae94c9bd62d0c591
Source noteuspto-grants-2009_12