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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048903Generated: October 27, 2026

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

https://huagongshe.com/reaction/1048903

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 numberUS09382219B2
Source datasetuspto-grants-2016_07
ORD IDord-8f88219630a54ffb8fbd898735d3f4ac
Source noteuspto-grants-2016_07