benzyl-3,6,7-trimethylquinoxalin-2-carboxylate | 1243580-59-7

• 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: benzyl-3,6,7-trimethylquinoxalin-2-carboxylate
• 英文别名: 3,6,7-Trimethylquinoxaline-2-carboxylic acid benzyl ester；benzyl 3,6,7-trimethylquinoxaline-2-carboxylate
• CAS: 1243580-59-7
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: XSTSMYLWFGCSDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰丙酮苄酯 、 4，5-二甲基-1，2-苯二胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 以84%的产率得到benzyl-3,6,7-trimethylquinoxalin-2-carboxylate
  参考文献：
  名称：

  Quinoxaline synthesis in novel tandem one-pot protocol

  摘要：

  A variety of quinoxalines were synthesized via tandem one-pot procedure for the first time in water medium. The key strategy was the in situ preparation of alpha-halo-beta-keto esters by the reaction of N-bromo succinimide with beta-keto esters and further condensation with phenylene diamines. This novel eco-friendly approach offers an easy, efficient, and mild synthesis of highly substituted quinoxalines in good yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.110

文献信息

• One-pot synthesis of quinoxaline-2-carboxylate derivatives using ionic liquid as reusable reaction media
  作者：H.M. Meshram、P. Ramesh、G. Santosh Kumar、B. Chennakesava Reddy

  DOI：10.1016/j.tetlet.2010.05.099

  日期：2010.8

  The catalyst-free one-pot synthesis of quinoxaline-2-carboxylate is reported by the reaction of alpha-halo-beta-ketoesters with 1,2-diamines using an ionic liquid as an environmentally benign solvent The recovered ionic liquid was reused for four to five cycles Moreover, the method is applicable for a variety of 1,2-diamines and alpha-halo-beta-ketoesters (c) 2010 Elsevier Ltd All rights reserved
• Quinoxaline synthesis in novel tandem one-pot protocol
  作者：B.S.P. Anil Kumar、B. Madhav、K. Harsha Vardhan Reddy、Y.V.D. Nageswar

  DOI：10.1016/j.tetlet.2011.03.110

  日期：2011.6

  A variety of quinoxalines were synthesized via tandem one-pot procedure for the first time in water medium. The key strategy was the in situ preparation of alpha-halo-beta-keto esters by the reaction of N-bromo succinimide with beta-keto esters and further condensation with phenylene diamines. This novel eco-friendly approach offers an easy, efficient, and mild synthesis of highly substituted quinoxalines in good yields. (C) 2011 Elsevier Ltd. All rights reserved.