methyl 2-methyl-5H-1,4-benzodiazepine-3-carboxylate | 1336880-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: methyl 2-methyl-5H-1,4-benzodiazepine-3-carboxylate
• CAS: 1336880-14-8
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: CTTIOVJCVCJBDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 2-{2-[(2-aminobenzyl)amino]-3-methoxy-1-methyl-3-oxopropylidene}hydrazinecarboxylate 以 甲苯 为溶剂， 反应 5.0h， 以53%的产率得到methyl 2-methyl-5H-1,4-benzodiazepine-3-carboxylate
  参考文献：
  名称：

  Divergent Regioselective Synthesis of 2,5,6,7-Tetrahydro-1H-1,4-diazepin-2-ones and 5H-1,4-Benzodiazepines

  摘要：

  A novel and simple one-pot synthesis of 3-substituted 2,5,6,7-tetrahydro-1H-1,4-diazepin-2-ones from 1,2-diaza-1,3-dienes (DDs) and N-unsubstituted aliphatic 1,3-diamines is described. Here we also report a procedure to selectively obtain alkyl 5H-1,4-benzodiazepine-3-carboxylates from the DDs and 2-aminobenzylamine. Both processes occur by means of sequential 1,4-conjugated addition followed by regioselective 7-exo cyclization. The behavior of N-methyl- and N,N'-dimethyl-1,3-diaminopropanes toward the DDs furnished pyrazol-3-ones and bis-alpha-aminohydrazones, respectively.

  DOI：

  10.1021/jo201497r

文献信息

• Divergent Regioselective Synthesis of 2,5,6,7-Tetrahydro-1<i>H</i>-1,4-diazepin-2-ones and 5<i>H</i>-1,4-Benzodiazepines
  作者：Orazio A. Attanasi、Lucia De Crescentini、Gianfranco Favi、Fabio Mantellini、Simona Nicolini

  DOI：10.1021/jo201497r

  日期：2011.10.21

  A novel and simple one-pot synthesis of 3-substituted 2,5,6,7-tetrahydro-1H-1,4-diazepin-2-ones from 1,2-diaza-1,3-dienes (DDs) and N-unsubstituted aliphatic 1,3-diamines is described. Here we also report a procedure to selectively obtain alkyl 5H-1,4-benzodiazepine-3-carboxylates from the DDs and 2-aminobenzylamine. Both processes occur by means of sequential 1,4-conjugated addition followed by regioselective 7-exo cyclization. The behavior of N-methyl- and N,N'-dimethyl-1,3-diaminopropanes toward the DDs furnished pyrazol-3-ones and bis-alpha-aminohydrazones, respectively.