2-Acetamino-phenthiazin | 2227-88-5

• 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: 2-Acetamino-phenthiazin
• 英文别名: N-(10h-phenothiazin-2-yl)acetamide；N-(10H-phenothiazin-2-yl)acetamide
• CAS: 2227-88-5
• 化学式: C₁₄H₁₂N₂OS
• 分子量: 256.328
• InChiKey: ZNKLWGHCSODQNW-UHFFFAOYSA-N

物化性质

• 熔点：
  213-214 °C
• 沸点：
  515.4±39.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 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：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Acetamino-phenthiazin 以 水 为溶剂， 反应 0.5h， 以80%的产率得到2-amino-10H-phenothiazine hydrochloride
  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) 、 caesium 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 24.0h， 生成 2-Acetamino-phenthiazin
  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

• Gritsenko,A.N.; Zhuravlev,S.V., Journal of general chemistry of the USSR, 1963, vol. 33, p. 3628 - 3630
  作者：Gritsenko,A.N.、Zhuravlev,S.V.

  DOI：——

  日期：——
• Phenothiazine syntheses. XVIII. 2-Aminophenothiazine derivatives
  作者：S. V. Zhuravlev、A. N. Gritsenko

  DOI：10.1007/bf01046677

  日期：——
• 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.