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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033482Generated: October 30, 2026

Dimethyl Sulfoxide → 3-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

https://huagongshe.com/reaction/1033482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
Reactant2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-oneHCID 15593401—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-oneHCID 1902613660.8%

Reaction Steps

A mixture of 8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (36.0 g), acetic anhydride (50 ml), dimethylsulfoxide (100 ml), pyridine (3 ml) and toluene (100 ml) is stirred at room temperature for 3 days. Water is added to the mixture, and the mixture is extracted with ethyl acetate, and the extract is washed with water, and dried. The resultant is evaporated to remove the solvent, and diethyl ether is added to the residue. The precipitated crystal is collected by filtration to give 3-acetoxy-8-chloro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (24.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05310904
Source datasetuspto-grants-1994_05
ORD IDord-fbc01b5d33b64c8f8b8e8c8beb1e7f95
Source noteuspto-grants-1994_05