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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223387Generated: October 25, 2026

6-Chloro-2-benzothiazolamine → 2-Amino-6-fluorobenzothiazole

https://huagongshe.com/reaction/223387

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-2-benzothiazolamineHCID 7226—
ReactantBromineHCID 24408—
ReactantChlorineHCID 24526—
Reactant2,6-DichlorobenzothiazoleHCID 77176—
Reactant2-Chloro-6-fluorobenzothiazoleHCID 2049870—
ReactantSodium NitriteHCID 23668193—
Product2-Amino-6-fluorobenzothiazoleHCID 319954—

Reaction Steps

The starting compounds of the formula III wherein X is chlorine or bromine can be prepared from corresponding 2-benzothiazole-amines by reaction with a warm concentrated hydrohalic acid and sodium nitrite [See H. Mazzone and G. Pappalardo, Il Farmaco, Ed. Sc. 32, 348-354 (1977)]. Thus, for example, 2,6-dichlorobenzothiazole (m.p. 99°-101° C.) can be obtained from 6-chloro-2-benzothiazole-amine, and 2-chloro-6-fluorobenzothiazole (m.p. 92°-93° C.) can be obtained from 6-fluoro-2-benzothiazole-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04353919
Source datasetuspto-grants-1982_10
ORD IDord-b453363a4d5f450080ec690120e5aa05
Source noteuspto-grants-1982_10