N-[2-(4-nitroanilino)ethyl]methanesulfonamide → N-methyl-N-[2-(4-nitrophenylamino)ethyl]methanesulfonamide
반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:6][CH:5]=1)([O-:3])=[O:2].S([O-])(O[CH3:22])(=O)=O>[OH-].[Na+]>[CH3:22][N:13]([CH2:12][CH2:11][NH:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)[S:14]([CH3:17])(=[O:16])=[O:15]참가 물질
4
반응 조건
- 온도
- 30 °C
실험 절차
25.9 g (0.1 mol) of N-[2-(4-nitrophenylamino)ethyl]methanesulfonamide (22) were dissolved in 200 mL of 1N sodium hydroxide at 50° C. The insoluble matter was filtered off, the filtrate was cooled to 30° C. and 11.4 mL (0.12 mol) of methyl sulfate were added dropwise. The mixture was stirred for 1 hour at room temperature and then heated to 40° C. and the yellow precipitate was filtered off. The product was reslurried in 0.5N sodium hydroxide and in water. The wet crude product was recrystallized from 50 mL of 96% ethanol with carbon black. 13.3 g of product with a melting point of 109° C. were isolated.