Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341975Generated: October 26, 2026

Benzisothiazole → 3-Chloro-1,2-benzisothiazole

https://huagongshe.com/reaction/341975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzisothiazoleHCID 9225—
ReactantSulfuryl chlorideHCID 24648—
SolventChlorobenzeneHCID 7964—
Product3-Chloro-1,2-benzisothiazoleHCID 59819096%

Reaction Steps

In a 300 ml four-necked flask equipped with a stirrer, a thermometer, and a condenser, 100 g of monochlorobenzene was placed in advance, to which 27.0 g (0.2 mol) of 1,2-benzisothiazole was added under nitrogen atmosphere. 32.4 g (0.22 mol) Of sulfuryl chloride was added dropwise thereto while stirring at a temperature of from 70° to 80° C. and allowed to react for 1 hour at the same temperature. After the termination of the reaction, the reaction mixture was subjected to distilling off of the solvent and then to distillation under reduced pressure to give 32.5 g of 3-chloro-1,2-benzisothiazole (boiling point: 116° to 118° C./5 mm Hg, melting point: 38° to 40° C.). The yield was 96% to the 1,2-benzisothiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856504
Source datasetuspto-grants-1999_01
ORD IDord-c4037742b9154d1288c92c8b72230c83
Source noteuspto-grants-1999_01