Crystal Structure and Hirshfeld Surface Analysis of Acetoacetanilide Based Reaction Products
Farid N. Naghiyev,
Jonathan Cisterna,
Ali N. Khalilov,
Abel M. Maharramov,
Rizvan K. Askerov,
Khammed A. Asadov,
Ibrahim G. Mamedov,
Khaver S. Salmanli,
Alejandro Cárdenas,
Ivan Brito
Affiliations
Farid N. Naghiyev
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Jonathan Cisterna
Departamento de Química, Universidad de Antofagasta, Avda. Universidad de Antofagasta 02800, Campus Coloso Antofagasta-Chile, Antofagasta 1240000, Chile
Ali N. Khalilov
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Abel M. Maharramov
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Rizvan K. Askerov
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Khammed A. Asadov
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Ibrahim G. Mamedov
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Khaver S. Salmanli
Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az 1148 Baku, Azerbaijan
Alejandro Cárdenas
Departamento de Física, Universidad de Antofagasta, Avda. Universidad de Antofagasta 02800, Campus Coloso Antofagasta-Chile, Antofagasta 1240000, Chile
Ivan Brito
Departamento de Química, Universidad de Antofagasta, Avda. Universidad de Antofagasta 02800, Campus Coloso Antofagasta-Chile, Antofagasta 1240000, Chile
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.
