Straightforward One-Pot Synthesis of New 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one Derivatives : X-ray Single Crystal Structure and Hirshfeld Analyses
Abstract
A straightforward one-pot route for the synthesis of a new 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one is reported form the direct hydrazinolysis of triketo ester and hydrazine hydrate in ethanol. 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one was subjected to aza-Michael addition and N-alkylation on reaction with a set of alkylating agents in the presence of K2CO3. Hydrazinolysis of 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one ester to hydrazide and conversion of hydrazide to thiosemicarbazide were successful. X-Ray single crystals analysis and 1H, 13C NMR were used for unambiguous structure confirmation. The O…H, N…H, C…N and C…C in 2, and the N…H, C…N, C…C, C…O and H…H interactions in 6 are the most important in the molecular packing based on Hirshfled analysis. Moreover, the presence of short C…C and C…N contacts in both compounds revealed the presence of π–π stacking interactions.
Main Authors
Format
Articles
Research article
Published
2022
Series
Subjects
Publication in research information system
Publisher
MDPI AG
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-202204062184Use this for linking
Review status
Peer reviewed
ISSN
2073-4352
DOI
https://doi.org/10.3390/cryst12020262
Language
English
Published in
Crystals
Citation
- Boraei, A. T. A., Haukka, M., Sopaih, M., Al-Majid, A. M., Soliman, S. M., Barakat, A., & Sarhan, A. A. M. (2022). Straightforward One-Pot Synthesis of New 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one Derivatives : X-ray Single Crystal Structure and Hirshfeld Analyses. Crystals, 12(2), Article 262. https://doi.org/10.3390/cryst12020262
Additional information about funding
This research was funded by Researchers Supporting Project (RSP2022R427), King Saud University, Riyadh, Saudi Arabia.
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