2-chloro-4-[N'-(1-ethoxycarbonyl-ethylidene)-hydrazino]-benzoic acid methyl ester | 935676-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-chloro-4-[N'-(1-ethoxycarbonyl-ethylidene)-hydrazino]-benzoic acid methyl ester
• CAS: 935676-08-7
• 化学式: C₁₃H₁₅ClN₂O₄
• 分子量: 298.726
• InChiKey: AMBDSTBEMOAONA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  76.99
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-chloro-4-[N'-(1-ethoxycarbonyl-ethylidene)-hydrazino]-benzoic acid methyl ester 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 4-chloro-2-ethoxycarbonyl-5-methoxycarbonyl-indole
  参考文献：
  名称：

  Utility of Japp–Klingemann reaction for the preparation of 5-carboxy-6-chloroindole via Fischer indole protocol

  摘要：

  5-Carboxy-6-chloroindole, a precursor for p38 kinase inhibitor, was prepared from 4-amino-2-chloro-3-iodobenzoicacid by following the Japp-Klingemann synthetic approach. The structures of the key intermediates were also confirmed by X-ray analyses. Computational analysis was helpful in understanding the importance of the substituents at the cyclization step of the synthesis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.148
• 作为产物：
  描述：

  4-氨基-2-氯苯甲酸 在 乙酰氯 盐酸 、 sodium ethanolate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 22.0h， 生成 2-chloro-4-[N'-(1-ethoxycarbonyl-ethylidene)-hydrazino]-benzoic acid methyl ester
  参考文献：
  名称：

  Utility of Japp–Klingemann reaction for the preparation of 5-carboxy-6-chloroindole via Fischer indole protocol

  摘要：

  5-Carboxy-6-chloroindole, a precursor for p38 kinase inhibitor, was prepared from 4-amino-2-chloro-3-iodobenzoicacid by following the Japp-Klingemann synthetic approach. The structures of the key intermediates were also confirmed by X-ray analyses. Computational analysis was helpful in understanding the importance of the substituents at the cyclization step of the synthesis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.148