Dimethyl Sulfate → HCID 70453280, compound

Participants

Reaction Steps

A mixture of 1.5 g of (+)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 0.22 g of sodium hydride (62.2% oil dispersion) and 45 ml of benzene is refluxed for one hour. After cooling, 0.53 g of dimethyl sulfate is added to the mixture, and the mixture is stirred at room temperature for 68 hours. The mixture is further stirred at 50° C. for 3 hours. The reaction mixture is washed with an aqueous 10% sodium hydroxide solution and water, successively. The washed solution is dried and evaporated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography (solvent, chloroform:ethanol (9:1)), converted into its hydrochloride and then recrystallized from a mixture of ethanol and ether. 0.7 g of (+)-cis-2-(4-methoxyphenyl)-3-methoxy-5-[2-(dimethylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride is obtained.

Provenance & Evidence