3-benzylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione | 249646-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-benzylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione
• 英文别名: 3-(Benzylamino)-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7-dione
• CAS: 249646-78-4
• 化学式: C₁₅H₁₅N₅O₂
• 分子量: 297.316
• InChiKey: VUDLNGLFJBAUNI-UHFFFAOYSA-N

物化性质

• 沸点：
  564.7±60.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  3-benzylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione 在 manganese(IV) oxide 、 bis(pyridine)silver(I) permanganate 作用下， 以 苯 为溶剂， 反应 168048.0h， 生成 2,4,11,13-tetramethyl-7,8-dibenzyl-7,8-dihydrobenzo[1",2":4,5;4",3":4',5']bis(pyrrolo[2,3-c]pyrimido[5,4-e]pyridazine)-1,3,12,14(2H,4H,11H,13H)-tetraone
  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 25.0h， 生成 3-benzylamino-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 fused systems based on them
  作者：A. V. Gulevskaya、D. V. Besedin、A. F. Pozharskii

  DOI：10.1007/bf02496020

  日期：1999.6

  Abstract6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione reacts with ammonia or primary amines in the presence of an oxidant to give the corresponding 4-amino derivatives. Reactions with secondary amines (dimethylamine, piperidine, or morpholine) proceed with difficulty, resulting in 3-amino derivatives.

  摘要 6,8-二甲基嘧啶并[4,5-c]哒嗪-5,7(6H,8H)-二酮在氧化剂存在下与氨或伯胺反应生成相应的4-氨基衍生物。与仲胺（二甲胺、哌啶或吗啉）的反应很难进行，产生 3-氨基衍生物。
• Cycloalkano[1″,2″:4,5;4″,3″:4′,5′]bis(pyrrolo[2,3-c]pyrimido[5,4-e]pyridazines): synthesis, structure and mechanism of their formation
  作者：Olga V. Serduke、Anna V. Gulevskaya、Alexander F. Pozharskii、Zoya A. Starikova、Irina A. Profatilova

  DOI：10.1016/j.tet.2005.10.008

  日期：2006.1

  Reactions of 3-alkylamino-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones with cyclohexyl- and cycloheptylamines in the presence of AgPy2MnO4 produce novel cycloalkano[1″,2″:4,5;4″,3″:4′,5′]bis(pyrrolo[2,3-c]pyrimido[5,4-e]pyridazines). Detailed information concerning the scope and mechanism of these transformations is discussed.

  在AgPy 2 MnO 4存在下，3-烷基氨基-6,8-二甲基嘧啶[4,5- c ]哒嗪-5,7（6 H，8 H）-二酮与环己基和环庚胺的反应产生了新型环烷[1] ”，2”：4,5; 4”，3”：4'，5'] bis（pyrrolo [2,3- c ] pyrimido [5,4- e ] pyridazines）。讨论了有关这些转换的范围和机制的详细信息。
• Pyrimido[4,5-<i>c</i>]pyridazine-5,7(6<i>H</i>, 8<i>H</i>)-diones: Marvelous substrates for study of nucleophilic substitution of hydrogen
  作者：Alexander F. Pozharskii、Anna V. Gulevskaya

  DOI：10.1002/jhet.5570420304

  日期：2005.4

  The data on nucleophilic substitution reactions of hydrogen in 6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione, its 3-chloride, N2-oxide and some other derivatives are reviewed. All these compounds possess a remarkable ability to undergo not only simple functionalizations but also tandem and cascade transformations leading to annelation of various heterocyclic rings.

  氢在6,8-二甲基嘧啶[4,5- c ]哒嗪-5,7（6 H，8 H）-二酮，其3-氯化物，N 2-氧化物和一些其他衍生物中的亲核取代反应数据如下：已审查。所有这些化合物都具有显着的能力，不仅能够进行简单的官能化，而且还能进行串联和级联转化，从而导致各种杂环的环化。
• 6,8-Dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione: a novel approach to imidazoline (imidazole) ring annulation based on the methodology
  作者：Anna V. Gulevskaya、Alexander F. Pozharskii、Denis V. Besedin、Olga V. Serduke、Zoya A. Starikova

  DOI：10.1070/mc2002v012n04abeh001624

  日期：2002.1

  The N-(2)-oxide and 3-amino derivatives of the title compound react with alkylamines in the presence of an oxidant,to produce condensed imidazolines or their imidazole analogues.
• ——
  作者：D. V. Besedin、A. V. Gulevskaya、A. F. Pozharskii

  DOI：10.1023/a:1002829018667

  日期：——