Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([S:14][CH2:15][C:16]#[N:17])[N:3]=1.[CH2:18]([NH2:28])[C:19]1[CH:27]=[CH:26][C:25]2[O:24][CH2:23][O:22][C:21]=2[CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[O:24]1[C:25]2[CH:26]=[CH:27][C:19]([CH2:18][NH:28][C:2]3[CH:7]=[C:6]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[N:5]=[C:4]([S:14][CH2:15][C:16]#[N:17])[N:3]=3)=[CH:20][C:21]=2[O:22][CH2:23]1A stirred suspension of 19.5 g (0.075 mole) of (4-chloro-6-phenyl-2-pyrimidinylthio)acetonitrile, 11.3 g (0.074 mole) of piperonylamine and 7.95 g (0.075 mole) of sodium carbonate was heated under reflux in 250 ml of ethanol for six hours. The mixture was filtered and the filtrate was cooled in ice. The precipitate was collected and recrystallized from ethanol to give 16 g of product, mp. 140°-142°.
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