[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH:10][CH3:11])=[CH:5][CH:4]=1)#[N:2].[I:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](Cl)=[C:20]([C:26]([O:28]CC)=O)[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:15][CH:14]=1.C(N(C(C)C)CC)(C)C.C(O)CC>C(OCC)(=O)C>[I:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[N:10]([CH3:11])[N:9]([C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=3)[C:26](=[O:28])[C:20]=2[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:18]=1A mixture of 29.34 g of 1-(4-cyanophenyl)-2-methylhydrazine, 65.17 g of ethyl 3-(4-iodophenyl)-3-chloro-2-ethoxycarbonylacrylate, 30.9 g of diisopropylethylamine and 300 ml of 1-propanol was refluxed under heating for 17 hours, then cooled and stirred with 200 ml of ethyl acetate at room temperature for 20 hours. The precipitated crystals were collected by filtration and washed with hexane-ethyl acetate to give 42.21 g of the title compound as pale yellow crystals.
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