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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370497Generated: October 26, 2026

Hydrochloric Acid → 2,4-Dichloro-N-[3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenyl]benzenesulfonamide

https://huagongshe.com/reaction/1370497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantBenzenesulfonyl chloride, 2,4-dichloro-HCID 204419—
Reactant3,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamineHCID 22148776—
SolventPyridineHCID 1049—
Product2,4-Dichloro-N-[3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenyl]benzenesulfonamideHCID 1020958646.4%

Reaction Steps

A solution of 3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine (102) (2.0 g, 5.79 mmol) and 2,4-dichloro benzenesulfonylchloride (1.5 g, 6.08 mmol) in pyridine (10 mL) was stirred at room temperature for 12 h. Water was added to the reaction mixture, which was then acidified by 2N HCl. Reaction mixture was extracted twice with AcOEt. Organic layer was washed by brine, dried over MgSO4 and concentrated. Crude residue was purified by column chromatography (H/A=4/1, 80 g of silica gel) to afford title compound (104) (1.49 g, 46%) as a white solid. Mp 73-75° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583157B2
Source datasetuspto-grants-2003_06
ORD IDord-b04e76a6f20d4c42b37c21a8737d8f09
Source noteuspto-grants-2003_06