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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301419Generated: October 27, 2026

6-Chloro-2-benzothiazolamine → N-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamide

https://huagongshe.com/reaction/2301419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-2-benzothiazolamineHCID 7226—
ReactantPhosphorus trichlorideHCID 24387—
Reactant8-Hydroxyquinoline-7-carboxylic AcidHCID 231363—
SolventWaterHCID 962—
ProductN-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamideHCID 1837273354.9%

Reaction Steps

A solution of 8-hydroxyquinoline-7-carboxylic acid (0.30 g) of Preparation 1 in 75 mL xylenes is heated to reflux. PCl3 (0.07 mL) is added dropwise and the mixture stirred for 15 minutes. 2-Amino-6-chlorobenzothiazole (0.31 g) is added in one portion and the reaction refluxed overnight. The reaction is cooled to room temperature and H2O is added to quench excess PCl3. After stirring the solution for 30 minutes, a yellow solid is filtered, dried, and recrystallized from DMSO to give the title product (0.31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500842B1
Source datasetuspto-grants-2002_12
ORD IDord-aceefc87892b4770871d0f7fd0f8ae7e
Source noteuspto-grants-2002_12