Efficient synthesis of Triazolo [4,5-d]pyrimidine-7-carbonitriles and Imidazole-4,5 dicarbonitriles using Triethylorthoalkylates and their structural characterisation by Single-crystal x-ray diffraction
Joint Authors
Source
Issue
Vol. 48, Issue 2 (30 Apr. 2021), pp.1-16, 16 p.
Publisher
Kuwait University Academic Publication Council
Publication Date
2021-04-30
Country of Publication
Kuwait
No. of Pages
16
Main Subjects
Abstract EN
Cyclisation of 5-amino-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carbimidoyl cyanide and 3 amino-3-((Z)-2-cyano-2-phenylvinylamino)maleonitrile using either triethyl orthoformate or triethyl orthopropionate in dimethylformamide (DMF) : 1,4-dioxane (1 : 1 v/v) mixture under reflux conditions afforded 5-alkyl-3-(4-nitrophenyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-7 carbonitriles and (Z)-1-(2-cyano-2-phenylvinyl)-2-alkyl-1H-imidazole-4,5-dicarbonitriles, respectively, in moderate to good yields.
The structures of these novel compounds were confirmed with H/¹³C nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and high-resolution mass spectroscopic methods.
Two representative compounds from these molecules, namely 5-ethyl-3-(4-nitrophenyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-7 carbonitrile and (Z)-1-(2-cyano-2-phenylvinyl)-1H-imidazole-4,5-dicarbonitrile, were further analysed by the single-crystal X-ray diffraction method.
A comprehensive study of structural features and intermolecular interactions present among these heterocyclic compounds was carried out.
The crystal data were further examined by a Hirshfeld surface analysis, which provided qualitative and quantitative information on various intermolecular interactions experienced within the crystal network.
American Psychological Association (APA)
al-Azmi, Amal& Vinodh, Mickey. 2021. Efficient synthesis of Triazolo [4,5-d]pyrimidine-7-carbonitriles and Imidazole-4,5 dicarbonitriles using Triethylorthoalkylates and their structural characterisation by Single-crystal x-ray diffraction. Kuwait Journal of Science،Vol. 48, no. 2, pp.1-16.
https://search.emarefa.net/detail/BIM-1500400
Modern Language Association (MLA)
al-Azmi, Amal& Vinodh, Mickey. Efficient synthesis of Triazolo [4,5-d]pyrimidine-7-carbonitriles and Imidazole-4,5 dicarbonitriles using Triethylorthoalkylates and their structural characterisation by Single-crystal x-ray diffraction. Kuwait Journal of Science Vol. 48, no. 2 (Apr. 2021), pp.1-16.
https://search.emarefa.net/detail/BIM-1500400
American Medical Association (AMA)
al-Azmi, Amal& Vinodh, Mickey. Efficient synthesis of Triazolo [4,5-d]pyrimidine-7-carbonitriles and Imidazole-4,5 dicarbonitriles using Triethylorthoalkylates and their structural characterisation by Single-crystal x-ray diffraction. Kuwait Journal of Science. 2021. Vol. 48, no. 2, pp.1-16.
https://search.emarefa.net/detail/BIM-1500400
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 14-15
Record ID
BIM-1500400