N-(10H-phenothiazin-2-yl)formamide | 1401710-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: N-(10H-phenothiazin-2-yl)formamide
• CAS: 1401710-47-1
• 化学式: C₁₃H₁₀N₂OS
• 分子量: 242.301
• InChiKey: AKOJGTRZQXHUPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(10H-phenothiazin-2-yl)formamide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以44%的产率得到4-(4-(5-((1E,3Z)-4-(2-chloro-10H-phenothiazin-10-yl)buta-1,3-dien-1-yl)-2H-tetrazol-2-yl)phenyl)morpholine
  参考文献：
  名称：

  A new synthetic approach to phenothiazine-2-amines

  摘要：

  Elaboration of a Buchwald-Hartwig protocol for the introduction of amino functions to position 2 of the phenothiazine ring system has opened a new access to various N-alkyl and N-dienyl phenothiazines bearing secondary amines, tertiary amines, and amide moieties. Hydrolysis of the amido derivatives gave unsubstituted phenothiazine-2-amines. This protocol provides an easy access to phenothiazine-2-amines starting from the commercially available starting compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.083
• 作为产物：
  描述：

  2-氯吩噻嗪 在 4-二甲氨基吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 三乙胺 、 三氟乙酸 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 25.0h， 生成 N-(10H-phenothiazin-2-yl)formamide
  参考文献：
  名称：

  A new synthetic approach to phenothiazine-2-amines

  摘要：

  Elaboration of a Buchwald-Hartwig protocol for the introduction of amino functions to position 2 of the phenothiazine ring system has opened a new access to various N-alkyl and N-dienyl phenothiazines bearing secondary amines, tertiary amines, and amide moieties. Hydrolysis of the amido derivatives gave unsubstituted phenothiazine-2-amines. This protocol provides an easy access to phenothiazine-2-amines starting from the commercially available starting compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.083

文献信息

• A new synthetic approach to phenothiazine-2-amines
  作者：Daniella Takács、Orsolya Egyed、László Drahos、Zsuzsanna Riedl、György Hajós

  DOI：10.1016/j.tetlet.2012.07.083

  日期：2012.10

  Elaboration of a Buchwald-Hartwig protocol for the introduction of amino functions to position 2 of the phenothiazine ring system has opened a new access to various N-alkyl and N-dienyl phenothiazines bearing secondary amines, tertiary amines, and amide moieties. Hydrolysis of the amido derivatives gave unsubstituted phenothiazine-2-amines. This protocol provides an easy access to phenothiazine-2-amines starting from the commercially available starting compounds. (C) 2012 Elsevier Ltd. All rights reserved.