Next Article in Journal
Analgesic and Anti-Inflammatory Activities of Salicylaldehyde 2-Chlorobenzoyl Hydrazone (H2LASSBio-466), Salicylaldehyde 4-Chlorobenzoyl Hydrazone (H2LASSBio-1064) and Their Zinc(II) Complexes
Previous Article in Journal
High Functionalization of 5-Nitro-1H-imidazole Derivatives: The TDAE Approach
Molecules 2011, 16(8), 6894-6901; doi:10.3390/molecules16086894

Synthesis of Quinoxaline 1,4-di-N-Oxide Analogues and Crystal Structure of 2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide

, , * ,  and
College of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 200235, China
* Author to whom correspondence should be addressed.
Received: 28 June 2011 / Revised: 3 August 2011 / Accepted: 8 August 2011 / Published: 12 August 2011
Download PDF [423 KB, uploaded 18 June 2014]


A series of quinoxaline 1,4-di-N-oxide analogues were prepared from benzofurazan N-oxide derivatives and β-diketone ester compounds by the improved Beirut reaction. The structures of the target products were characterized by NMR, MS, IR and elemental analysis measurements, and that of 2-carbomethoxy-3-hydroxyquinoxaline- di-N-oxide was further confirmed by single-crystal X-ray diffraction. Its crystal structure belongs to the monoclinic system, space group C2/c with a = 14.4320 (12) Å, b = 10.7514 (9) Å, c = 13.2728 (11) Å, V = 1958.5 (3) Å 3, Z = 8. The X-ray crystallographic analysis reveals that quinoxaline 1,4-di-N-oxide displays acyloin-endiol tautomerism.
Keywords: quinoxaline 1,4-di-N-oxide; Beirut reaction; acyloin-endiol tautomerism quinoxaline 1,4-di-N-oxide; Beirut reaction; acyloin-endiol tautomerism
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Xu, Y.; Wu, F.; Yao, Z.; Zhang, M.; Jiang, S. Synthesis of Quinoxaline 1,4-di-N-Oxide Analogues and Crystal Structure of 2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide. Molecules 2011, 16, 6894-6901.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert