Synthesis and Anticancer Evaluation of Some New Heterocyclic Scaffolds Incorporating the Acetanilide Moiety
作者: Ehab Abdel-Latif Eman M. Keshk Ali Saeed Abdel-Galil M. Khalil
刊名: Modern Organic Chemistry Research, 2017, Vol.2 (3)
来源数据库: Isaac Scientific Publishing
关键词: 4-aminoacetanilidehydrazones2-pyridonesthiazolidin-4-onethiophene-3-carboxamidesanticancer
原始语种摘要: New heterocyclic scaffolds containing acetanilide moiety were synthesized as anticancer agents. The precursor N-(4-acetamidophenyl)-2-cyanoacetamide (3) was coupled smoothly with (un)substituted phenyl diazonium chlorides producing the hydrazones 4. Various 2-pyridones 6 were picked up through the treatment of 3 with different arylidene malononitriles. The precursor underwent reaction with phenyl isothiocyanate in DMF/KOH followed by in situ addition of several α-halogenated reagents afforded the corresponding thiazole derivatives 9 and 10. Heating of thiocarbamoyl scaffold 11 with chloroacetone and phenacyl chloride resulted in the formation of 5-substitutedthiophene-3-carboxamides 12. Condensation of the synthesized ketene N,S-acetal 13 with NH2NH2 furnished the corresponding...
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  • phenyl 苯基
  • heterocyclic 杂环的
  • diazonium 重氮
  • ketene 乙烯酮
  • moiety 一部分
  • acetanilide 乙酰苯胺
  • pyrazole 吡唑
  • precursor 前驱物质
  • carboxamide 氨甲酰
  • reaction 反酌