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Molecules 2011, 16(8), 6894-6901; doi:10.3390/molecules16086894
Article

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

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Received: 28 June 2011; in revised form: 3 August 2011 / Accepted: 8 August 2011 / Published: 12 August 2011
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Abstract: 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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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.

AMA 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(8):6894-6901.

Chicago/Turabian Style

Xu, Yingjun; Wu, Fanhong; Yao, Zhiyi; Zhang, Minmin; Jiang, Sheng. 2011. "Synthesis of Quinoxaline 1,4-di-N-Oxide Analogues and Crystal Structure of 2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide." Molecules 16, no. 8: 6894-6901.


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