Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5791Generated: October 23, 2026

Thiophosgene → 2-Tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazole

https://huagongshe.com/en/reaction/5791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Amino-2-tert-butyl-5-(4-methylpiperazin-1-yl)benzothiazoleHCID 19794176—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product2-Tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazoleHCID 19794187—

Reaction Steps

To a stirred mixture of 75 g of 6-Amino-2-tert-butyl-5-(4-methylpiperazin-1-yl)benzothiazole and 29 g of sodium bicarbonate in 1100 ml of chloroform at 0° is added 41 g of thiophosgene and the mixture stirred at 10° for 4 hours. After filtering off the solid, the solution is evaporated to get a yellow solid which is dissolved in water and the pH of the solution is brought to 7 by the addition of dilute sodium hydroxide. The solid separated is extracted with hexane and filtered through 150 g of neutral alumina to give 2-tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazole, melting at 124°-126°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05246927
Source datasetuspto-grants-1993_09
ORD IDord-a9b6c5936caf4afa829011ebb019f26e
Source noteuspto-grants-1993_09