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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489813Generated: October 27, 2026

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

https://huagongshe.com/reaction/489813

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 numberUS06979694B2
Source datasetuspto-grants-2005_12
ORD IDord-5097d10b2afb46c285c37601883b521b
Source noteuspto-grants-2005_12