合成喹喔啉 1,4-二-N-氧化物类似物及 2-甲氧基-3-羟基喹喔啉二-N-氧化物的晶体结构。

Synthesis of quinoxaline 1,4-di-N-oxide analogues and crystal structure of 2-carbomethoxy-3-hydroxyquinoxaline-di-N-oxide.

机构信息

College of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 200235, China.

出版信息

Molecules. 2011 Aug 12;16(8):6894-901. doi: 10.3390/molecules16086894.

DOI:10.3390/molecules16086894

PMID:21841728

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6290564/

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.

摘要

一系列的喹喔啉 1,4-二-N-氧化物类似物是通过苯并呋咱 N-氧化物衍生物和β-二酮酯化合物的改良贝鲁特反应制备的。目标产物的结构通过 NMR、MS、IR 和元素分析测量进行了表征，并且 2-甲氧羰基-3-羟基喹喔啉-二-N-氧化物的结构通过单晶 X 射线衍射进一步得到了确认。其晶体结构属于单斜晶系，空间群为 C2/c，a = 14.4320(12)Å，b = 10.7514(9)Å，c = 13.2728(11)Å，V = 1958.5(3)Å3，Z = 8。X 射线晶体学分析表明，喹喔啉 1,4-二-N-氧化物呈现酰基内二醇互变异构现象。