[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2H-pyrazol-3-yl)-amine | 154180-94-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2H-pyrazol-3-yl)-amine
• 英文别名: N,N-dimethyl-4-[(5-methyl-1H-pyrazol-3-yl)iminomethyl]aniline
• CAS: 154180-94-6
• 化学式: C₁₃H₁₆N₄
• 分子量: 228.297
• InChiKey: SDNCJQXXUCYYTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  diethyl 2-phenyl-4,6-dioxocyclohexane-1,3-dicarboxylate 、 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2H-pyrazol-3-yl)-amine 以 乙醇 为溶剂， 以75%的产率得到7,9-bis-ethoxycarbonyl-5-(4-dimethylamino-phenyl)-1-methyl-8-phenyl-4,5,6,7,8,9-hexahydro-pyrazolo<3,4-c>isoquinoline-6-one
  参考文献：
  名称：

  Synthesis of pyrazolo[3,4-c]isoquinoline and pyrazolo[3,4-b]pyridine derivatives from azomethines and CH-acidic compounds

  摘要：

  Donor substituted arylidene aminopyrazoles 1a-c and CH-acidic 1,3-dicarbonyl compounds 2a-e give in ethanol in an addition/cyclization reaction pyrazolo[3,4-c]isoquinolines 4a-i and pyrazolo[3,4-b]pyridine derivatives 5a, b, respectively. Using ethyl cyanoacetate as CH-acidic component, cinnamate 6 and the cyano substituted pyrazolo[3,4-b]pyridine 7 are formed.

  DOI：

  10.1007/bf00816412
• 作为产物：
  描述：

  对二甲氨基苯甲醛 、 3-氨基-5-甲基吡唑 在 四氢吡咯 、 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以43%的产率得到[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2H-pyrazol-3-yl)-amine
  参考文献：
  名称：

  Hennig, L.; Hofmann, J.; Alva-Astudillo, M., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 3, p. 351 - 358

  摘要：

  DOI：

文献信息

• Hennig, L.; Hofmann, J.; Alva-Astudillo, M., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 3, p. 351 - 358
  作者：Hennig, L.、Hofmann, J.、Alva-Astudillo, M.、Mann, G.

  DOI：——

  日期：——
• Cascade cyclization of 3(5)-aminopyrazoles with aromatic aldehydes and cyclohexanediones
  作者：V. V. Lipson、N. V. Svetlichnaya、V. V. Borodina、M. G. Shirobokova、S. V. Shishkina、O. V. Shishkin、V. I. Musatov

  DOI：10.1134/s1070428010090216

  日期：2010.9

  Three-component condensation of 5(3)-amino-3(5)-methylpyrazole with aromatic aldehydes and 1,3-cyclohexanedione afforded mixtures of 3-methyl-4-aryl-2,4,6,7,8,9-hexa hydro-5H-pyrazolo[3,4-b]quinolin-5-ones and 2-methyl-9-aryl-5,6,7,9-tetrahydro pyrazolo[5,1-b]quinazolin-8(4H)-ones. The reaction of 3-aminopyrazolo-4-carbonitrile and ethyl 3-aminopyrazolo-4-carboxylate with aldehydes and cyclo hexanedione or dimedome is regioselective and leads to the formation of partially hydrogenated pyrazolo [5,1-b]quinazolin-8-one systems. In all compounds the dihydroazine ring exists in the enamine tautomeric form.
• Synthesis of pyrazolo[3,4-c]isoquinoline and pyrazolo[3,4-b]pyridine derivatives from azomethines and CH-acidic compounds
  作者：Lothar Hennig、Mario Alva-Astudillo、Reinhard Meusinger、Gerhard Mann

  DOI：10.1007/bf00816412

  日期：——

  Donor substituted arylidene aminopyrazoles 1a-c and CH-acidic 1,3-dicarbonyl compounds 2a-e give in ethanol in an addition/cyclization reaction pyrazolo[3,4-c]isoquinolines 4a-i and pyrazolo[3,4-b]pyridine derivatives 5a, b, respectively. Using ethyl cyanoacetate as CH-acidic component, cinnamate 6 and the cyano substituted pyrazolo[3,4-b]pyridine 7 are formed.