2,4-dimethyl-7-propyl-8,9-tetramethylene-4,7-dihydro-1H-pyrimido[4,5-c]pyrrolo[3,2-e]pyridazine-1,3(2H)-dione | 623926-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2,4-dimethyl-7-propyl-8,9-tetramethylene-4,7-dihydro-1H-pyrimido[4,5-c]pyrrolo[3,2-e]pyridazine-1,3(2H)-dione
• 英文别名: 4,6-Dimethyl-11-propyl-4,6,8,9,11-pentazatetracyclo[8.7.0.02,7.012,17]heptadeca-1,7,9,12(17)-tetraene-3,5-dione
• CAS: 623926-09-0
• 化学式: C₁₇H₂₁N₅O₂
• 分子量: 327.386
• InChiKey: GFGSTEACLQXBTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-7-propyl-8,9-tetramethylene-4,7-dihydro-1H-pyrimido[4,5-c]pyrrolo[3,2-e]pyridazine-1,3(2H)-dione 在 manganese(IV) oxide 、 bis(pyridine)silver(I) permanganate 作用下， 以 苯 为溶剂， 反应 168120.0h， 生成 2,4,11,13-tetramethyl-7,8-dipropyl-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：

  N-丙基环己亚胺 、 3-(propylamino)-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione 在 bis(pyridine)silver(I) permanganate 作用下， 反应 72.0h， 以72%的产率得到2,4-dimethyl-7-propyl-8,9-tetramethylene-4,7-dihydro-1H-pyrimido[4,5-c]pyrrolo[3,2-e]pyridazine-1,3(2H)-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

文献信息

• 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。
• 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.