2-Amino-4-(4-chlorophenyl)pyrazino[1,2-a]indol-1-one | 1092970-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡嗪类
• 英文名称: 2-Amino-4-(4-chlorophenyl)pyrazino[1,2-a]indol-1-one
• 英文别名: 2-amino-4-(4-chlorophenyl)pyrazino[1,2-a]indol-1-one
• CAS: 1092970-04-1
• 化学式: C₁₇H₁₂ClN₃O
• 分子量: 309.755
• InChiKey: PMFVWBBSUTXMSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 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：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Amino-4-(4-chlorophenyl)pyrazino[1,2-a]indol-1-one 、 氯乙酰胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 9-(4-Chlorophenyl)-3,6,7,10-tetrazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(17),2,8,11,13,15-hexaen-4-one
  参考文献：
  名称：

  Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one: A New Heterocyclic Framework

  摘要：

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.

  DOI：

  10.1080/00397910802238742
• 作为产物：
  描述：

  在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-Amino-4-(4-chlorophenyl)pyrazino[1,2-a]indol-1-one
  参考文献：
  名称：

  Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one: A New Heterocyclic Framework

  摘要：

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.

  DOI：

  10.1080/00397910802238742

文献信息

• Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[<i>a</i>]fluoren-2-one: A New Heterocyclic Framework
  作者：Gade Srinivas Reddy、Kadaboina Rajasekhar、Cherukupally Praveen、Kaga Mukkanti、Padi Pratap Reddy

  DOI：10.1080/00397910802238742

  日期：2008.10.28

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.