[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8](=[CH2:11])[C:9]#[N:10])[CH2:3][CH2:2]1.[C:12]1([NH:18][NH2:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[O-]CC.[Na+].Cl>C(O)C>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH:8]2[CH2:11][N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:19][C:9]2=[NH:10])[CH2:3][CH2:2]1α-Morpholinomethylacrylonitrile (54g) and phenylhydrazine (37g) were boiled under reflux with a solution of sodium ethoxide (7.5g sodium) in ethanol (250 ml) for two hours. A solid product was formed during the reaction. Dilute hydrochloric acid (160 ml 2N) was added and the solution was evaporated to dryness. The solid residue was extracted with dry ethanol and the product crystallised from the ethanol as colourless plates (melting point 204-5° C).
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