2,5-diamino-3-cyano-11H-pyrido<2,3-b><1,5>benzodiazepine | 156138-72-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2,5-diamino-3-cyano-11H-pyrido<2,3-b><1,5>benzodiazepine
• 英文别名: 2,5-diamino-11H-pyrido[2,3-b][1,5]benzodiazepine-3-carbonitrile
• CAS: 156138-72-6
• 化学式: C₁₃H₁₀N₆
• 分子量: 250.263
• InChiKey: RFLQRQGZGNVYRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲基苯酐 、 2,5-diamino-3-cyano-11H-pyrido<2,3-b><1,5>benzodiazepine 在 吡啶 作用下， 反应 3.0h， 以10%的产率得到2-amino-3-cyano-5-(4-methylphthalimido)-11H-pyrido<2,3-b><1,5>benzodiazepine
  参考文献：
  名称：

  Regioselective Acylation of 2,5-Diamino-3-cyano-11H-pyrido[2,3-b][1,5]benzodiazepine and Structural Determination by X Ray Analysis

  摘要：

  The acylation of 2, 5-diamino-3-cyano-11H-pyrido[2,3-b][1,5]-benzodiazepine (1) with acid anhydrides selectively gave the 5-acylamino derivatives (2a-d and 3). The structure of 3 was determined by X ray analysis. A similar reaction of 1 with chloroacetic anhydride afforded a bridgehead double bonded compound (4) via acylation at the 5-amino group of 1. Cyclic anhydrides also reacted with 1 at the 5-amino group to provide the 5-imido derivatives (5a,b and 6). The reaction of 1 with maleic anhydride unexpectedly afforded the 2,3-dimethylmaleimido derivative (12).

  DOI：

  10.3987/com-95-7109
• 作为产物：
  描述：

  2-amino-6-(2-aminoanilino)-3,5-dicyanopyridine 在 溶剂黄146 作用下， 反应 4.0h， 以61%的产率得到2,5-diamino-3-cyano-11H-pyrido<2,3-b><1,5>benzodiazepine
  参考文献：
  名称：

  吡啶并[2,3- b ] [1,5]苯并二氮杂s的新合成方法

  摘要：

  描述了标题化合物4、5、11和13的新颖和方便的合成，涉及1，5-苯并二氮杂卓衍生物1a和1b与活性亚甲基化合物的环转化。

  DOI：

  10.1002/jhet.5570310108

文献信息

• Synthesis of novel pyrazolopyridine and pyridopyrimidine derivatives
  作者：A. M. Soliman

  DOI：10.1002/jhet.547

  日期：2011.5

  2‐Amino‐6‐chloropyridine‐3,5‐dicarbonitrile was used as an intermediate for synthesis of new pyrazolopyridine, pyridopyrimidine, benzodiazepine, and benzothiazipine derivatives. J. Heterocyclic Chem., (2011).

  2-氨基-6-氯吡啶-3,5-二甲腈被用作合成新的吡唑并吡啶，吡啶并嘧啶，苯并二氮杂and和苯并噻唑嗪衍生物的中间体。J.杂环化​​学。（2011）。
• Regioselective Acylation of 2,5-Diamino-3-cyano-11H-pyrido[2,3-b][1,5]benzodiazepine and Structural Determination by X Ray Analysis
  作者：Yoshihisa Okamoto、Yoshimi Zama、Kaname Takagi、Yoshihisa Kurasawa、Kazuho Harada、Atsushi Takada

  DOI：10.3987/com-95-7109

  日期：——

  The acylation of 2, 5-diamino-3-cyano-11H-pyrido[2,3-b][1,5]-benzodiazepine (1) with acid anhydrides selectively gave the 5-acylamino derivatives (2a-d and 3). The structure of 3 was determined by X ray analysis. A similar reaction of 1 with chloroacetic anhydride afforded a bridgehead double bonded compound (4) via acylation at the 5-amino group of 1. Cyclic anhydrides also reacted with 1 at the 5-amino group to provide the 5-imido derivatives (5a,b and 6). The reaction of 1 with maleic anhydride unexpectedly afforded the 2,3-dimethylmaleimido derivative (12).
• A novel synthesis of pyrido[2,3-<i>b</i>][1,5]benzodiazepines
  作者：Yoshihisa Okamoto、Yoshihisa Kurasawa、Tomoji Aotsuka

  DOI：10.1002/jhet.5570310108

  日期：1994.1

  A novel and convenient synthesis of the title compounds 4, 5, 11, and 13 is described, involving the ring transformation of 1,5-benzodiazepine derivatives 1a and 1b with active methylene compounds.

  描述了标题化合物4、5、11和13的新颖和方便的合成，涉及1，5-苯并二氮杂卓衍生物1a和1b与活性亚甲基化合物的环转化。