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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245454Generated: November 2, 2026

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

https://huagongshe.com/reaction/1245454

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 numberUS07125875B2
Source datasetuspto-grants-2006_10
ORD IDord-7755621d739c4e3dbfa95b1d8a78e790
Source noteuspto-grants-2006_10