Hydrochloric Acid → HCID 23077366, compound

Reaction equation

[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH3:18])[CH2:13][S:14](Br)(=[O:16])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19]([NH2:21])[CH3:20].Cl>O1CCCC1>[CH2:19]([NH:21][S:14]([CH2:13][CH:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])[CH3:18])(=[O:16])=[O:15])[CH3:20]

Participants

Procedure

A solution (5 ml) of 1.44 g (3.3 mmol) of 2-(benzyloxycarbonylamino)propane-1-sulfonyl bromide in tetrahydrofuran was added dropwise to 70% aqueous ethylamine solution (10 ml) under ice-cooling. The reaction was carried out at room temperature for 1 hour, after which the reaction mixture was poured into diluted hydrochloric acid, followed by three runs of extraction with ethyl acetate. The extract solution was washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain crude N-ethyl-2-(benzyloxycarbonylamino)propane-1-sulfonamide, and this crude product was used without further purification in the subsequent reaction.