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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358547Generated: November 1, 2026

Hydrochloric Acid → 2-Tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylic acid

https://huagongshe.com/reaction/1358547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylateHCID 21911455—
Solvent2-(Oxolan-2-yl)ethan-1-olHCID 11989572—
Product2-Tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylic acidHCID 21911430—

Reaction Conditions

Temperature55 °C

Reaction Steps

A stirred solution of ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate (10 g, 34.95 mmol) in tetrahydrofuran-ethanol (250 mL, 2:3) was treated with a 6N KOH solution (250 mL). The mixture was heated to 55° C. overnight. The solution was cooled to 0° C. and acidified with concd. HCl to pH 1. The solvent was evaporated in vacuo. The residue was washed with water, diethyl ether, dried in vacuo over anhydrous phosphorous pentoxide to obtain the title acid (6 g, 89%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596746B1
Source datasetuspto-grants-2003_07
ORD IDord-e4486b7dc3ba4f3d8f8926be22ac1d89
Source noteuspto-grants-2003_07