Published February 2020 | Version v1
Journal article Metadata-only

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

Creators

  • 1. Minia University. Chemistry Department, Faculty of Science (Egypt)
  • 2. Jouf University. Department of Chemistry, College of Science and Arts (Saudi Arabia)
  • 3. Al-Azhar University. Department of Chemistry, Faculty of Science (Egypt)
  • 4. Umm Al Qura University. Science and Technology Unit (STU) (Saudi Arabia)

Description

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. Graphic abstract:

Additional details

Identifiers

DOI
10.1007/s00706-019-02541-0;

Publishing Information

Journal Title
Monatshefte fuer Chemie
Journal Volume
151
Journal Issue
2
Journal Page Range
p. 223-229
ISSN
0026-9247
CODEN
MOCHAP

INIS

Country of Publication
Austria
Country of Input or Organization
Austria
INIS RN
52059600
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; S46: INSTRUMENTATION RELATED TO NUCLEAR SCIENCE AND TECHNOLOGY;
Descriptors DEI
CARBONITRIDES; DIMETHYLFORMAMIDE; MASS SPECTRA; MASS SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE; QUINOLINES
Descriptors DEC
AMIDES; AROMATICS; AZAARENES; AZINES; CARBON COMPOUNDS; HETEROCYCLIC COMPOUNDS; HYDROCARBONS; MAGNETIC RESONANCE; NITROGEN COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PYRIDINES; RESONANCE; SPECTRA; SPECTROSCOPY

Optional Information

Copyright
Copyright (c) 2020 © Springer-Verlag GmbH Austria, part of Springer Nature 2020