4-Toluenesulfonyl chloride → p-Toluenesulfonamide, N-(2-dimethylaminoethyl)-

반응식

C[NH:2][CH2:3][CH2:4][NH:5][CH3:6].[S:7](Cl)([C:10]1[CH:16]=[CH:15][C:13]([CH3:14])=[CH:12][CH:11]=1)(=[O:9])=[O:8].[CH2:18]1COCC1>>[CH3:18][N:5]([CH3:6])[CH2:4][CH2:3][NH:2][S:7]([C:10]1[CH:16]=[CH:15][C:13]([CH3:14])=[CH:12][CH:11]=1)(=[O:9])=[O:8]

참가 물질

반응물 3

HCID 73974-Toluenesulfonyl chloride

HCID 8028Tetrahydrofuran

HCID 8070N,N'-Dimethylethylenediamine

생성물 1

HCID 101480p-Toluenesulfonamide, N-(2-dimethylaminoethyl)-수율 93%

실험 절차

To 10.5 g of N,N′-dimethylethylenediamine in 250 ml of THF was added 26 g of tosylchloride (TsCl) in small portions at room temperature. After 16 hours, solvents were evaporated and the residue was apportioned between H2O and CH2Cl2. A CH2C2 layer was separated and washed with brine, dried (MgSO4), filtered, and concentrated under reduced pressure. About 26.5 g of N,N-dimethyl-N′-tosylethylenediamine (93%) was produced. The reaction steps are shown below: