2-oxo-4-phenylpyrimido<4,5-b>indole | 56807-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-oxo-4-phenylpyrimido<4,5-b>indole
• 英文别名: 2-Oxo-4-phenyl-2,3-dihydro-9h-pyrimido[4,5-b]indole；4-phenyl-3,9-dihydropyrimido[4,5-b]indol-2-one
• CAS: 56807-28-4
• 化学式: C₁₆H₁₁N₃O
• 分子量: 261.283
• InChiKey: PNGMXXGNRNSFAK-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C(Solv: 1,4-dioxane (123-91-1))
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-oxo-4-phenylpyrimido<4,5-b>indole 在 sodium azide 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 二甲基亚砜 为溶剂， 反应 11.0h， 生成 2-azido-4-phenyl-9H-pyrimido[4,5-b]indole
  参考文献：
  名称：

  摘要：

  A method was developed for the synthesis of 2-oxo-4-phenyl-2,3-dihydro-9H-pyrimido[4,5-b]indole as well as of 2-chloro- and 2-nitramino-4-phenylpyrimido[4,5-b]indoles. The replacement of the chlorine atom in 2-chloropyrimidoindole gave rise to a number of its functional derivatives (morpholino, azido, and cyano). The reaction of 2-chloro-substituted pyrimidoindole with hydrazine hydrate and catalytic hydrogenation of 2-nitraminopyrimidoindole were studied.

  DOI：

  10.1023/a:1021688616234
• 作为产物：
  描述：

  2-amino-4-phenyl-9H-pyrimido[4,5-b]indole 在 溶剂黄146 、 sodium nitrite 作用下， 反应 3.0h， 以93%的产率得到2-oxo-4-phenylpyrimido<4,5-b>indole
  参考文献：
  名称：

  摘要：

  A method was developed for the synthesis of 2-oxo-4-phenyl-2,3-dihydro-9H-pyrimido[4,5-b]indole as well as of 2-chloro- and 2-nitramino-4-phenylpyrimido[4,5-b]indoles. The replacement of the chlorine atom in 2-chloropyrimidoindole gave rise to a number of its functional derivatives (morpholino, azido, and cyano). The reaction of 2-chloro-substituted pyrimidoindole with hydrazine hydrate and catalytic hydrogenation of 2-nitraminopyrimidoindole were studied.

  DOI：

  10.1023/a:1021688616234

文献信息

• One-pot multi-component synthesis of pyrimido[4,5-b]indoles in solvent-free condition
  作者：Swarup Majumder、Pulak J. Bhuyan

  DOI：10.1007/s13738-013-0366-6

  日期：2014.8

  Pyrimido[4,5-b]indole derivatives 4 were synthesized from a one-pot three-component reaction of aryl aldehyde 1, oxindole 2 and urea/thiourea 3 in solvent-free condition using ytterbium(III) triflate as catalyst. .

  嘧啶并[4,5-b]吲哚衍生物 4 是由芳基醛 1、氧化吲哚 2 和脲/硫脲 3 在无溶剂条件下以三酸镱为催化剂通过三组分反应一步合成的。.
• Dihydropyrrolo[3,4-b]- and dihydropyrimido[4,5-b]indoles
  作者：M. I. Vlasova、N. A. Kogan

  DOI：10.1007/bf00568948

  日期：1982.7
• VLASOVA, M. I.;KOGAN, N. A., XIMIYA GETEROTSIKL. SOEDIN., 1982, N 7, 935-939
  作者：VLASOVA, M. I.、KOGAN, N. A.

  DOI：——

  日期：——