3-ethylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione | 345666-45-7

• 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: 3-ethylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
• 英文别名: 3-(Ethylamino)-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7-dione
• CAS: 345666-45-7
• 化学式: C₁₀H₁₃N₅O₂
• 分子量: 235.246
• InChiKey: AREOECSGOFWVKD-UHFFFAOYSA-N

物化性质

• 熔点：
  211-213 °C(Solv: isopropanol (67-63-0))
• 沸点：
  502.2±60.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二乙胺 、 3-ethylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione 在 bis(pyridine)silver(I) permanganate 作用下， 反应 48.0h， 以17%的产率得到1-ethyl-2,6,8-trimethyl-1H-imidazo[4,5-c]pyrimido[5,4-e]pyridazine-7,9(6H,8H)-dione
  参考文献：
  名称：

  6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione: new heterocyclizations based on SNH-methodology. Unexpected formation of the first iso-π-electronic analogue of the still unknown dibenzo[a,o]pycene

  摘要：

  N-(2)-Oxide and 3-amino derivatives of 6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione have been shown to react with primary alkylamines in the presence of an oxidant to produce condensed imidazolines or imidazoles. Both conversions based on S-N(H)-strategy represent a new approach to imidazoline-(imidazole-)ring annulation. Heterocyclic analogues of the still unknown dibenzo[a,o]pycene were obtained as a by-products of the above transformations upon using of cyclohexylamine. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.002
• 作为产物：
  描述：

  6,8-dimethylpyrimido<4,5-c>-pyridazine-5,7(6H,8H)-dione 在 AgPy₂MNo₄ 、 双氧水 作用下， 以 三氟乙酸 为溶剂， 反应 2.0h， 生成 3-ethylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
  参考文献：
  名称：

  嘌呤，嘧啶和基于它们的浓缩系统。18. 6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7（6H，8H）二酮N（2）-氧化物与烷基胺的反应

  摘要：

  DOI：

  10.1023/a:1002829018667

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。
• ——
  作者：D. V. Besedin、A. V. Gulevskaya、A. F. Pozharskii

  DOI：10.1023/a:1002829018667

  日期：——
• 6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione: new heterocyclizations based on SNH-methodology. Unexpected formation of the first iso-π-electronic analogue of the still unknown dibenzo[a,o]pycene
  作者：Anna V Gulevskaya、Olga V Serduke、Alexander F Pozharskii、Denis V Besedin

  DOI：10.1016/j.tet.2003.08.002

  日期：2003.9

  N-(2)-Oxide and 3-amino derivatives of 6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione have been shown to react with primary alkylamines in the presence of an oxidant to produce condensed imidazolines or imidazoles. Both conversions based on S-N(H)-strategy represent a new approach to imidazoline-(imidazole-)ring annulation. Heterocyclic analogues of the still unknown dibenzo[a,o]pycene were obtained as a by-products of the above transformations upon using of cyclohexylamine. (C) 2003 Elsevier Ltd. All rights reserved.