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  • Chem Sci Trans., 2017, 6(1),  pp 114-128  

    DOI:10.7598/cst2017.1344

    Research Article

    Utility of 4-Aryl-8-arylidene-3, 4, 5, 6, 7, 8-hexa-hydroquinazoline-2-thiol for the Synthesis of Some New Heterocycles as Antioxidant Agents

  • NADIA .T.A. DAWOUD
  • Department of Chemistry, Faculty of Science ?Girls?, Al-Azhar University, Nasr City, Cairo, Egypt
  • Abstract

    The present study deals with the synthesis and reactions of 4-aryl-8-arylidene-3,4,5,6,7,8-hexahydroquinazoline-2-thiol (1). Hydrazinolysis of compound 1 yielded hexahydroquinazolinyl hydrazine 2. Acetylation of compound 2 yielded [1,2,4] triazolo[3,4-b] quinazoline derivative 3. The reaction of compound 2 with diethyl oxalate and ethyl acetoacetate afforded hexahydro quinazolin-2-yl-hydrazinyl-2-oxoacetate 9 and hexahydroquinazolin-2-yl-3-oxobutane hydrazide 10. Treatment of compound 1 with chloroacetyl chloride gave tetrahydro-2H-thiazolo [2,3-b] quinazolin-3(5H)-one 13 which was used as a key for the synthesis of a series of heterocyclic compounds (14-19). The structures of the newly synthesized compounds were elucidated on the basis of elemental analysis, spectral data. The antioxidant activities of some new synthesized compounds have been screened. Compounds 2, 3, 12, 13, 15, 16 and 19 showed antioxidant activity using the DPPH method

    Keywords

    Quinazoline-2-thiols, Triazolo[3,4-b] quinazoline derivatives, Thiazolo[2,3-b] quinazoline derivatives, Antioxidant activity

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