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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703617Generated: October 25, 2026

Hexane → 2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-one

https://huagongshe.com/reaction/703617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)-HCID 2733673—
SolventDiethyl EtherHCID 3283—
Product2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-oneHCID 2215080666%

Reaction Steps

Under a nitrogen blanket, a 2.0 g sample of dl-cis-2-(4-methoxyphenyl)-2,3-dihydro-3-hydroxy-1,5-benzothiazepin-4(5H)-one (6.8 mmol) was refluxed neat with 20 mL of thionyl chloride (27.6 mmol) for approximately 2 hours. Then, 50 mL of hexane and about 20 mL of ether were added, and solid product was filtered off. The solid was dried under vacuum to obtain 1.4 g of 2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-one (66 percent yield of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04983733
Source datasetuspto-grants-1991_01
ORD IDord-581335cfc769495bad670fac2b1ec5c9
Source noteuspto-grants-1991_01