2-Methoxyethyl isothiocyanate → N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-(2-methoxyethyl)thiourea
Reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH3:7])=[C:2]=[S:3].[CH3:8][N:9]([CH2:11][C:12]1[O:16][C:15]([CH2:17][S:18][CH2:19][CH2:20][NH2:21])=[CH:14][CH:13]=1)[CH3:10]>C(#N)C>[CH3:10][N:9]([CH2:11][C:12]1[O:16][C:15]([CH2:17][S:18][CH2:19][CH2:20][NH:21][C:2]([NH:1][CH2:4][CH2:5][O:6][CH3:7])=[S:3])=[CH:14][CH:13]=1)[CH3:8]Participants
4
Procedure
1-(Isothiocyanato)-2-methoxyethane (1.17 g) and 2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine (2.14 g) in acetonitrile were stood overnight. Solvent was removed and the residual oil chromatographed (silica/methanol) to give N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-(2-methoxyethyl)thiourea as a pale oil Rf 0.45. Analysis Found: C, 50.64; H, 7.51; N, 12.58. C14H25N3O2S2 requires: C, 50.75; H, 7.55; N, 12.69%.