Formation of furo[3,2-c]quinolone-2-carbonitriles and 4-oxo-4,5-dihydrofuro[3,2-c]quinolone-2-carboxamides from reaction of quinoline-2,4-diones with 2-[bis(methylthio)methylene]malononitrile

Ashraf A. Aly, Esam A. Ishak, Ahmed M. Shwaky, Asmaa H. Mohamed

Research output: Contribution to journalJournal articlepeer-review

5 Scopus citations

Abstract

Abstract: Quinoline-2,4-diones reacted with 2-[bis(methylthio)methylene]malononitrile in DMF/Et3N to produce 3-(methylthio)-4-oxo-4,5-dihydrofuro[3,2-c]quinolone-2-carbonitriles and 3-(methylthio)-4-oxo-4,5-dihydrofuro[3,2-c]quinolone-2-carboxamides in state of 2-imino-substituted 4-(methylthio)-5,6-dihydro-2H-pyrano[3,2-c]quinolone-3-carbonitriles. The structures of all new products were proved using NMR, IR, and mass spectral data. The possible mechanism for the reaction is also discussed.

Original languageEnglish
Pages (from-to)223-229
Number of pages7
JournalMonatshefte fur Chemie
Volume151
Issue number2
DOIs
StatePublished - 1 Feb 2020

Keywords

  • 2-[Bis(methylthio)methylene]malononitrile
  • Furo[3,2-c]quinolone-3-carbonitriles
  • Mechanism
  • Quinolin-2,4-diones

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