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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444393Generated: November 1, 2026

Pyridine → 3-chloromethyl-2,3-dihydro-2-phenyl-1,5-benzothiazepin-4(5H)-one

https://huagongshe.com/reaction/444393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant2,3-dihydro-3-hydroxymethyl-2-phenyl-1,5-benzothiazepin-4(5H)-oneHCID 12878949—
SolventBenzeneHCID 241—
Product3-chloromethyl-2,3-dihydro-2-phenyl-1,5-benzothiazepin-4(5H)-oneHCID 1287895384%

Reaction Steps

5.7 g of 2,3-dihydro-3-hydroxymethyl-2-phenyl-1,5-benzothiazepin-4(5H)-one prepared as described in Reference Example 1 and 1.6 g of pyridine were dissolved in 30 ml of benzene, and 3.6 g of thionyl chloride was added to the solution, followed by heating under refluxing for 1 hour. The solvent was then distilled off and water was added to the residue. The precipitated crystals were filtered, washed with methanol and recrystallized from benzene to obtain 5.1 g of 3-chloromethyl-2,3-dihydro-2-phenyl-1,5-benzothiazepin-4(5H)-one as colorless needles having a melting point of 233° C. (with decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04264497
Source datasetuspto-grants-1981_04
ORD IDord-6fb22d229bf24350b8254f5d40ec54c0
Source noteuspto-grants-1981_04