[CH2:1]([N:8]=[C:9]=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Br:11][C:12]1[CH:13]=[C:14](CN)[CH:15]=[CH:16][CH:17]=1.[CH2:20]([N:22](CC)CC)C.O>O1CCCC1>[Br:11][C:12]1[CH:13]=[C:14]([N:22]([CH3:20])[C:9]([NH:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[O:10])[CH:15]=[CH:16][CH:17]=13.2 ml (20 mmol) of heptyl isocyanate are added to a solution of 2.5 g (13 mmol) of (3-bromophenyl)methyl-amine, thus prepared, in 10 ml of tetrahydrofuran in the presence of 2 ml of triethylamine. The reaction mixture is stirred at ambient temperature for 12 hours. The reaction is halted by the addition of 2 ml of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulphate. The solvents are evaporated and then the residue is purified by chromatography on a column of silica eluted with a heptane/ethyl acetate 70/30 mixture. 3.4 g (77%) of 1-(3-bromophenyl)-3-heptyl-1-methylurea are obtained in the solid form.
Wird geladen…
