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  • Chem Sci Trans., 2016, 5(4),  pp 912-917  

    DOI:10.7598/cst2016.1278

    Research Article

    Thermal Condensation of Enaminoimine Hydrochlorides of 2,6-Dichloro-3,5-diformyl (N-Substituted Phenyl)pyridines

  • A. P. RAJPUT* and DEEPAK V. NAGARALE
  • Art?s, Commerce and Science College, Bodwad, Dist- Jalgaon. 425310, India
    P.G. Research Centre, Department of Chemistry, Z.B. Patil College, Dhule-424002, Maharashtra, India
  • Abstract

    1,4-Dihydropyridines are calcium and sodium channel blockers and also possess wide spectrum of biological activities and are most promising precursors for further synthetic transformations. The dichloro diformyl compounds obtained after V-H reactions are having formyl groups and chlorine at suitable closeness hence may show promising precursors for still other novel qunoline synthesis. By keeping this view in mind we treated 2,6-dichloro-3,5-diformyl(N-substituted phenyl)pyridine with 4.4 equivalents of arylamines in ethanolic HCl at 0 oC which formed the corresponding enaminoimine hydrochlorides in good yields. These on thermal reaction at 200-210 oC for 8-10 min in preheated oil bath formed symmetrical polycyclic diqunoline type of compounds. These compounds were screened for antimicrobial activities. The resultant symmetrical compounds are expected to show some cytotoxic activities. All the resultant compounds were characterized by spectral and elemental analysis

    Keywords

    Thermal reaction, Pyridines, Vilsmeier-Haack Reaction, Schiff bases, Enaminoimine hydrochlorides, Quinolines

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