反应详情

A solution of 1,2,3,4-tetrahydroisoquinoline (13.22 g) and imidazole-4-sulphonyl chloride (7.57 g) in toluene (70 ml) was stirred for 1 hour and then allowed to stand overnight. It was evaporated and the residue partitioned between diethyl ether and aqueous sodium hydroxide. The aqueous layer was clarified by ether extraction and then acidified with concentrated hydrochloric acid. The precipitate was collected, washed with water and dried to give crude 4-(1,2,3,4-tetrahydroisoquinolin-2-ylsulphonyl)-1H-imidazole. A solution of this product (9 g) in dimethylformamide was treated with sodium hydride (1.13 g of 80% in oil), followed by dimethylsulphamoyl chloride (5.4 g). The mixture was stirred for 1 hour and poured into water. The precipitate was collected and worked up to give the starting material.

1. customIt was evaporated
2. customthe residue partitioned between diethyl ether and aqueous sodium hydroxide
3. extractionThe aqueous layer was clarified by ether extraction
4. customThe precipitate was collected
5. washwashed with water
6. customdried