Crystal Structure and Hirshfeld Surface Analysis of Acetoacetanilide Based Reaction Products


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Naghiyev F. N., Cisterna J., Khalilov A. N., Maharramov A. M., Askerov R. K., Asadov K. A., ...More

MOLECULES, vol.25, no.9, 2020 (SCI-Expanded, Scopus)

  • Publication Type: Article / Article
  • Volume: 25 Issue: 9
  • Publication Date: 2020
  • Doi Number: 10.3390/molecules25092235
  • Journal Name: MOLECULES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, Agricultural & Environmental Science Database, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Communication Abstracts, EMBASE, MEDLINE, Metadex, Veterinary Science Database, Directory of Open Access Journals, Civil Engineering Abstracts
  • Open Archive Collection: Article, Digital Heritage Collection
  • Azerbaijan State University of Economics (UNEC) Affiliated: Yes

Abstract

We report an unprecedented multicomponent reaction of acetoacetanilide with malononitrile leading to a structurally novel bicyclic product (9) in a high yield. The structure has been confirmed by X-ray crystallography and comparative Hirshfeld surface analysis of 5-cyano-2-hydroxy-2-methyl-N-phenyl-4-(yridine-4-yl)-6-(thiophen-2-yl)-3,4-dihydro-2H-pyran-3-carboxamide 2, 5-cyano-2-hydroxy-2-methyl-6-oxo-N-phenyl-4-(thiophen-2-yl)piperidine-3-carboxamide 4 and 2-(8-amino-7,8a-dicyano-1-imino-4a-methyl-3-oxo-2-phenyl-1,3,4,4a,5,8a-hexahydroisoquinolin-6(2H)-ylidene)-N-phenylacetamide 9.