4-AMINOTHIAZOLE Hydrochloride synthesis

Yield: 99%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;dichloromethane;water at 20; for 3 h;

Steps:

33.1 Step 1.
Step 1.
Preparation of thiazol-4-amine hydrochloride
To a mixture of tert-butyl thiazol-4-ylcarbamate (34.0 g, 169.8 mmol) in dichloromethane (150 mL) was added 4.0 M hydrochloric acid in anhydrous dioxane (180 mL).
The reaction mixture was stirred at ambient temperature for 3 hours and then filtered.
The residue rinsed with diethyl ether (80 mL) to afford the title compound as a colorless solid (22.99 g, 99% yield): MS (ES+) m/z 101 (M+1).

References:

Xenon Pharmaceuticals Inc.;Andrez, Jean-Christophe;Burford, Kristen Nicole;Dehnhardt, Christoph Martin;Focken, Thilo;Grimwood, Michael Edward;Jia, Qi;Lofstrand, Verner Alexander;Wesolowski, Steven Sigmund;Wilson, Michael Scott US2020/71313, 2020, A1 Location in patent:Paragraph 0871; 0873; 0874