5-amino-6-(2-ethoxycarbonylvinyl)-3,4-diphenylthieno[2,3-c]pyridazine | 211569-40-3

• 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: 5-amino-6-(2-ethoxycarbonylvinyl)-3,4-diphenylthieno[2,3-c]pyridazine
• 英文别名: ethyl (E)-3-(5-amino-3,4-diphenylthieno[2,3-c]pyridazin-6-yl)prop-2-enoate
• CAS: 211569-40-3
• 化学式: C₂₃H₁₉N₃O₂S
• 分子量: 401.489
• InChiKey: QDWMYZFAVDRHPH-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-amino-6-(2-ethoxycarbonylvinyl)-3,4-diphenylthieno[2,3-c]pyridazine 在 六氯乙烷 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.5h， 生成 5-[N',N'-diethyl-N''-(4-methoxyphenyl)-guanidino]-6-(2-ethoxycarbonylvinyl)-3,4-diphenylthieno[2,3-c]pyridazine
  参考文献：
  名称：

  A novel synthesis of dihydropyrimidothienopyridazine derivatives

  摘要：

  Aza-Wittig reaction of iminophosphorane 3, derived from 5-amino-3,4-diphenylthieno[2,3-c]piridazine-6-carboxaldehyde (1), with isocyanates, followed by intramolecular hetero conjugate addition annulation after addition of an amine, gives the functionalized 7,8-dihydropyrimido[4',5':4,5]-thieno[2,3-c]piridazines 6 and 7. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00434-7
• 作为产物：
  描述：

  乙氧甲酰基亚甲基三苯基膦 、 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbaldehyde 以 二氯甲烷 为溶剂， 反应 14.0h， 以94%的产率得到5-amino-6-(2-ethoxycarbonylvinyl)-3,4-diphenylthieno[2,3-c]pyridazine
  参考文献：
  名称：

  A novel synthesis of dihydropyrimidothienopyridazine derivatives

  摘要：

  Aza-Wittig reaction of iminophosphorane 3, derived from 5-amino-3,4-diphenylthieno[2,3-c]piridazine-6-carboxaldehyde (1), with isocyanates, followed by intramolecular hetero conjugate addition annulation after addition of an amine, gives the functionalized 7,8-dihydropyrimido[4',5':4,5]-thieno[2,3-c]piridazines 6 and 7. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00434-7

文献信息

• Iminophosphoranes in heterocyclic chemistry. A simple one-pot synthesis of pyridothienopyridazines and pyrimidothienopyridazines
  作者：Rafael Alvarez-Sarandés、Carlos Peinador、José M Quintela

  DOI：10.1016/s0040-4020(01)00460-4

  日期：2001.6

  Iminophosphoranes, 6-(2-ethoxycarbonylvinyl)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno[2,3-c]pyridazine la, 6-(2-cyanovinyl)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno [2,3-c]pyridazine Ib, and 6-(4-aryliminomethylene)-3,4-diphenyl-5-[(triphenylphosphoranylidene)amino]thieno[2,3-c] pyridazine 5a-c react with heterocumulenes such as iso(thio)cyanates, carbon dioxide and carbon disulfide to give directly the title compounds in an aza-Wittig/electrocyclic-ring closure process. The N-heteroaryliminophosphoranes 8a,b underwent an unusual pyridine ring closure under Vilsmeier conditions to form the pyridothienopyridazines 10a,b. (C) 2001 Elsevier Science Ltd. All rights reserved.
• A novel synthesis of dihydropyrimidothienopyridazine derivatives
  作者：JoséM. Quintela、Rafael Alvarez-Sarandés、Carlos Peinador

  DOI：10.1016/s0040-4020(98)00434-7

  日期：1998.7

  Aza-Wittig reaction of iminophosphorane 3, derived from 5-amino-3,4-diphenylthieno[2,3-c]piridazine-6-carboxaldehyde (1), with isocyanates, followed by intramolecular hetero conjugate addition annulation after addition of an amine, gives the functionalized 7,8-dihydropyrimido[4',5':4,5]-thieno[2,3-c]piridazines 6 and 7. (C) 1998 Elsevier Science Ltd. All rights reserved.