1,6,8-trimethyl-3-propylpyrrolo[2',3';3,4]pyrimido[4,5-c]pyridazine-7,9(6H,8H)-dione

• 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: 1,6,8-trimethyl-3-propylpyrrolo[2',3';3,4]pyrimido[4,5-c]pyridazine-7,9(6H,8H)-dione
• 英文别名: 3,10,12-Trimethyl-5-propyl-5,7,8,10,12-pentazatricyclo[7.4.0.02,6]trideca-1,3,6,8-tetraene-11,13-dione
• 化学式: C₁₄H₁₇N₅O₂
• 分子量: 287.321
• InChiKey: XOHLTUDPPFVRKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氮杂-3-庚烯 、 6,8-dimethylpyrimido<4,5-c>-pyridazine-5,7(6H,8H)-dione 生成 1,6,8-trimethyl-3-propylpyrrolo[2',3';3,4]pyrimido[4,5-c]pyridazine-7,9(6H,8H)-dione
  参考文献：
  名称：

  6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione: a novel method of pyrrole-ring annulation to an azine nucleus based on a tandem SNH–SNH process

  摘要：

  6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione has been shown to react with some secondary amines in the presence of an oxidant to produce 6,8-dimethylpyrrolo[2 ' ,3 ' ;3,4]pyridazino[6,5-d]pyrimidine-7,9(6H,SH)-dione derivatives. The reaction represents a new method of pyrrole-ring annulation to an azine nucleus via a tandem S-N(H)-S-N(H) process. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01163-7

文献信息

• Purines, pyrimidines, and related fused systems. 21. Oxidative amination of 3-chloro-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
  作者：V. V. Goryunenko、A. V. Gulevskaya、A. F. Pozharskii

  DOI：10.1023/b:rucb.0000037854.46887.7f

  日期：2004.4

  Oxidative amination of 3-chloro-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione with primary alkylamines and potassium amide in liquid ammonia gives rise to the corresponding 4-amino derivatives as the major products. The reactions with acyclic secondary amines are accompanied by annelation of the pyrrole moiety to the starting heterosystem to form 1-R-3-R"-6,8-dimethylpyrrolo[2",3";3,4]pyrimido[4

  3-氯-6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7(6H,8H)-二酮与伯烷基胺和氨化钾在液氨中的氧化胺化产生相应的4-氨基衍生物，如主要产品。与无环仲胺的反应伴随着吡咯部分与起始杂系统的退火形成 1-R-3-R"-6,8-二甲基吡咯并[2",3";3,4]嘧啶[4,5 -c]pyridazine-7,9(6H,8H)-diones。与作为胺化剂的哌啶的反应仅以氨基脱卤的形式发生。4-氨基-3-氯-6,8-二甲基嘧啶[4]的 Sonogashira 交叉偶联,5-c]哒嗪-5,7(6H,8H)-二酮与末端炔烃提供 1-R-2-R"-6,8-二甲基吡咯并[3",2";3,4]嘧啶[4, 5-c]哒嗪-7,9(6H,8H)-二酮。
• 6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione: a novel method of pyrrole-ring annulation to an azine nucleus based on a tandem SNH–SNH process
  作者：Anna V Gulevskaya、Denis V Besedin、Alexander F Pozharskii、Zoya A Starikova

  DOI：10.1016/s0040-4039(01)01163-7

  日期：2001.8

  6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione has been shown to react with some secondary amines in the presence of an oxidant to produce 6,8-dimethylpyrrolo[2 ' ,3 ' ;3,4]pyridazino[6,5-d]pyrimidine-7,9(6H,SH)-dione derivatives. The reaction represents a new method of pyrrole-ring annulation to an azine nucleus via a tandem S-N(H)-S-N(H) process. (C) 2001 Elsevier Science Ltd. All rights reserved.