Benzoyl chloride, 3-nitro- → (+/-)-cis-2-(4-methoxyphenyl)-3-(3-nitrobenzoyloxy)-5-[2-(dimethylamino)-ethyl]-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

Participants

Reaction Steps

1.2 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are dissolved in 10 ml of pyridine, and 0.66 g of 3-nitrobenzoyl chloride is added thereto. The mixture is stirred at room temperature for one hour. After the reaction, the mixture is poured into ice-water. The crystalline precipitates are collected by filtration and then recrystallized from a mixture of ethyl acetate and n-hexane. 1.26 g of (±)-cis-2-(4-methoxyphenyl)-3-(3-nitrobenzoyloxy)-5-[2-(dimethylamino)-ethyl]-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are obtained as colorless prisms. Yield: 75%.

Provenance & Evidence