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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714726Generated: October 31, 2026

Water → Ethyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/1714726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-aminothiazole-4-carboxylateHCID 73216—
ReactantTert-butyldicarbonateHCID 22064466—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-((tert-butoxycarbonyl)amino)-1,3-thiazole-4-carboxylateHCID 2228059594.9%

Reaction Steps

1.39 g of tert-butyl dicarbonate was added to a solution in which 1.00 g of ethyl 2-amino-1,3-thiazole-4-carboxylate, 0.88 g of triethylamine, and 0.07 g of DMAP were dissolved in THF, under ice cooling. Then, after the reaction mixture was stirred at room temperature for 1 hr, it was poured into water and extracted with ethyl acetate. The organic layer was washed with an aqueous 2N-hydrochloric acid solution and dried over anhydrous magnesium sulfate. After distilling off the solvent, the obtained crude product was washed with a mixed solvent of hexane and t-butyl methyl ether to obtain 1.5 g of the aimed ethyl 2-(tert-butoxycarbonyl)amino-1,3-thiazole-4-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799738B2
Source datasetuspto-grants-2010_09
ORD IDord-f4d7104bb08846949c12a60010d19e47
Source noteuspto-grants-2010_09