CHROMECEPTIN synthesis

Yield:331859-86-0 92%

Reaction Conditions:

Stage #1: 3-Trifluoromethylbenzaldehyde;malononitrilewith polyethyleneimine covalently bound on the surface of Fe₃O₄ magnetic nanoparticle by [3-(2,3-epoxypropoxy)propyl]trimethoxysilane as cross linker in water; for 0.0166667 h;Sonication;Green chemistry;
Stage #2: 3-Dimethylaminophenol in water; for 1.33333 h;Sonication;Green chemistry;

Steps:

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].

References:

Khoobi, Mehdi;Delshad, Tayebeh Modiri;Vosooghi, Mohsen;Alipour, Masoumeh;Hamadi, Hosein;Alipour, Eskandar;Hamedani, Majid Pirali;Sadat Ebrahimi, Seyed Esmaeil;Safaei, Zahra;Foroumadi, Alireza;Shafiee, Abbas [Journal of Magnetism and Magnetic Materials,2014,vol. 375,p. 217 - 226]