Dimethyl Sulfate → HCID 178502626, compound

Participants

Reaction Steps

A 10% aqueous solution of sodium hydroxide (4 ml) was added to a suspension of 6-chloro-3-hydroxyimino-2,3,4,5-tetrahydro-1,4-benzothiazepine (2.29 g, prepared as Example 26 above) in ethanol (150 ml). After 15 minutes dimethylsulphate (1.33 g) was added dropwise to the mixture. The reaction mixture was stirred at room temperature for 22 hours and then the solvent was removed by evaporation at reduced pressure. Purification of the residue by chromatography on a silica gel support using dichloromethane followed by dichloromethane/ethanol (97:3) as successive eluents gave 6-chloro-3-methoxyimino-2,3,4,5-tetrahydro-1,4-benzothiazepine, which was recrystallised from n-hexane. Yield 1.21 g (m.p. 120°-121° C.).

Provenance & Evidence