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Stage #1: 3-Trifluoromethylbenzaldehyde; malononitrile With polyethyleneimine covalently bound on the surface of Fe3O4 magnetic nanoparticle by [3-(2,3-epoxypropoxy)propyl]trimethoxysilane as cross linker In water for 0.0166667h; Sonication; Green chemistry;
Stage #2: 3-Dimethylaminophenol In water for 1.33333h; Sonication; Green chemistry;
2.3 General procedure for catalytic synthesis of compounds 4, 6.9,11
General procedure: A stirring mixture of an active carbonyl compound (aldehyde 1 or isatin 7, 1mmol), malononitrile 2 (1.2mmol), magnetic catalytic system ([PEISi-MNPs], 5mg) and ethylene glycol/water (EG/H2O 20/80, 2mL) were sonicated for one minute. To this stirred mixture, an enolizable compounds (3-(dimethylamino)phenol 3, 4-hydroxycoumarin 5 or dimedone 10, 1mmol) was added. The reaction mixture was heated at appropriate temperature as mentioned in Table 1. The progress of the reaction was monitored by TLC. After completion of the reaction (as shown in Tables 2-4), the reaction mixture was allowed to cool at room temperature and diluted with ethyl acetate and the catalyst was easily separated from the reaction mixture with an external magnet and washed twice with ethyl acetate. The combined organic layers were concentrated in vacuum and the residue was purified by crystallization from ethanol. All compounds gave satisfactory spectral data and they were identical with those reported in the literature [29,31-37].