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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882881Generated: November 2, 2026

2,3-Dichloroaniline → 2-amino-4,5-dichlorobenzothiazole

https://huagongshe.com/reaction/1882881

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichloroanilineHCID 11844—
ReactantBromineHCID 24408—
ReactantPotassium thiocyanateHCID 516872—
SolventAcetic AcidHCID 176—
Product2-amino-4,5-dichlorobenzothiazoleHCID 667739—

Reaction Steps

To a solution of 2,3-dichloroaniline (1.0 g; 6.17 mmol) in glacial acetic acid (30 ml) was added potassium thiocyanate (3.6 g; 37 mmol) and the mixture was stirred at ambient temperature until a clear solution had formed. Bromine (0.48 ml; 9.26 mmol) was added dropwise and the reaction mixture was stirred at ambient temperature for five hours. The solvent was removed under reduced pressure and the residue was diluted with water and rendered alkaline by addition of aqueous sodium hydroxide (6M). The product was filtered off, washed with water and dried to yield the desired product quantitatively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06759422B2
Source datasetuspto-grants-2004_07
ORD IDord-9760a974e5f24c6b88d727b803e4bba9
Source noteuspto-grants-2004_07