3-methyl-6-nitro-2-phenylquinoxaline | 68674-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-methyl-6-nitro-2-phenylquinoxaline
• 英文别名: 3-methyl-6-nitro-2-phenylbenzopyrazine；2-Methyl-3-phenyl-7-nitrochinoxalin；2-phenyl-6-nitro-3-methylquinoxaline
• CAS: 68674-64-6
• 化学式: C₁₅H₁₁N₃O₂
• 分子量: 265.271
• InChiKey: LKUNIGSCAVFJOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-Azido-3-methyl-5-nitro-2-phenyl-indolenin 生成 3-methyl-6-nitro-2-phenylquinoxaline
  参考文献：
  名称：

  TAMURA Y.; CHUN M. W.; NISHIDA H.; KWON S.; IKEDA M., CHEM. AND PHARM. BULL., 1978, 26, NO 9, 2866-2873

  摘要：

  DOI：

文献信息

• A Selective, Expeditious and Sustainable Entry en Route to Benzopyrazines and bis-Benzopyrazines
  作者：Debasish Bandyopadhyay、Sanghamitra Mukherjee、Bimal Banik

  DOI：10.2174/1386207318666150131125053

  日期：2015.2.13

  A convenient green synthesis of benzopyrazines and bis-benzopyrazines has been performed by the condensation of diversely substituted diamines and dicarbonyl compounds in water using indium powder as catalyst under controlled microwave exposure. The effects of microwave power, and temperature on this reaction are investigated in detail to identify the best condition. A wide range of diversely substituted diamines and dicarbonyl compounds produce excellent yield of the corresponding benzopyrazines and bis-benzopyrazines. A comparative study has also been made between microwave-induced procedure and conventional method. The present method is atom-economical, environmentally friendly, and affords synthetically useful and challenging products very rapidly.

  一种便捷的绿色合成苯并吡嗪和双苯并吡嗪的方法已经通过将多种取代的二胺和二羰基化合物在水中，以铟粉作为催化剂，在受控的微波照射下进行冷凝反应。详细研究了微波功率和温度对该反应的影响，以确定最佳条件。多种取代的二胺和二羰基化合物可以产生相应苯并吡嗪和双苯并吡嗪的优良产率。还对微波诱导的方法与传统方法进行了比较研究。该方法具有原子经济性、环保性，能够快速提供合成上有用且具有挑战性的产品。
• Raju, B. China; Ramachandra, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012, vol. 51, # 5, p. 756 - 759
  作者：Raju, B. China、Ramachandra

  DOI：——

  日期：——
• Cu(II)-catalyzed synthesis of quinoxalines from o-phenylenediamines and nitroolefins
  作者：Yongxin Chen、Kangning Li、Mingming Zhao、Yuanjiao Li、Baohua Chen

  DOI：10.1016/j.tetlet.2012.11.127

  日期：2013.3

  An easy and efficient copper-catalyzed reaction for the synthesis of quinoxalines from o-phenylenediamines and nitroolefins is developed. This reaction could proceed well without additional base and be applied to various available substrates with a one-step synthetic procedure in moderate to good yields. (c) 2012 Elsevier Ltd. All rights reserved.
• MAHAJANSHETTI C. S.; BALSE M. N., INDIAN J. CHEM., 1978, B16, NO 9, 830-832
  作者：MAHAJANSHETTI C. S.、 BALSE M. N.

  DOI：——

  日期：——
• US9434701B2
  申请人：——

  公开号：US9434701B2

  公开（公告）日：2016-09-06