O=[C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8](F)[CH:7]=1)[CH2:3][C:4]#[N:5].[NH2:13][C:14]([NH2:16])=[S:15].II>N1C=CC=CC=1>[NH2:16][C:14]1[S:15][C:3]([C:4]#[N:5])=[C:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:13]=15 g (34.0 mmol) of 3-oxo-3-(3-fluorophenyl)-propanenitrile were dissolved in pyridine (30 ml) and thiourea (5 g, 68.0 mmol) and iodine (8.70 g, 34.40 mmol) were added successively. The solution was stirred at 100° C. for 12 h. The mixture was then cooled to room temperature and poured into ice-water (500 ml). The resulting solid was filtered, washed with water and recrystallized from ethanol to give 7.0 g (91%) of a yellow solid.
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