Methyl Isocyanate → N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-methylurea
Reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[CH3:5][N:6]([CH2:8][C:9]1[O:13][C:12]([CH2:14][S:15][CH2:16][CH2:17][NH2:18])=[CH:11][CH:10]=1)[CH3:7]>C(#N)C>[CH3:7][N:6]([CH2:8][C:9]1[O:13][C:12]([CH2:14][S:15][CH2:16][CH2:17][NH:18][C:3]([NH:2][CH3:1])=[O:4])=[CH:11][CH:10]=1)[CH3:5]Participants
4
Procedure
Methylisocyanate (0.33 g) was added to a suspension of 2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine, phthalhydrazide complex (2 g) in acetonitrile (50 ml). After 2 hr the solution was filtered and the filtrate evaporated to give an oil which was purified by column chromatography (silica/methanol) to give N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-methylurea. Analysis Found: C, 52.38; H, 7.61; N, 15.25. C12H21N3O2S.1/4H2O requires: C, 52.24; H, 7.76; N, 15.32%.