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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883210Generated: November 2, 2026

Benzocaine → Ethyl 2-Aminobenzothiazole-6-carboxylate

https://huagongshe.com/reaction/1883210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
ReactantBromineHCID 24408—
ReactantPotassium thiocyanateHCID 516872—
SolventAcetic AcidHCID 176—
ProductEthyl 2-Aminobenzothiazole-6-carboxylateHCID 60100831%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of ethyl p-aminobenzoate (23.2 g) and potassium thiocyanate (40.9 g) in acetic acid (280 mL) was cooled to 0° C., and thereto was added dropwise bromine (22.4 g), and the mixture was stirred at 0° C. for 20 minuts, and stirred at room temperature for 135 minutes, and stirred for 5 hours. The precipitated solid was collected by filtration to give ethyl 2-amino-1,3-benzothiazole-6-carboxylate (9.62 g, 31%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06759429B2
Source datasetuspto-grants-2004_07
ORD IDord-171f44b86dd648258f2f7b256cb338d2
Source noteuspto-grants-2004_07