(E)-1-(4-chlorophenyl)-4-(2-morpholin-1-ylvinyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile | 1001396-87-7

• 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: (E)-1-(4-chlorophenyl)-4-(2-morpholin-1-ylvinyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile
• 英文别名: 2-(4-chlorophenyl)-5-[(E)-2-morpholin-4-ylethenyl]-3-oxopyridazine-4-carbonitrile
• CAS: 1001396-87-7
• 化学式: C₁₇H₁₅ClN₄O₂
• 分子量: 342.785
• InChiKey: ZULOVHABENJJRU-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吗啉 、 2-(4-Chlorophenyl)-5-methyl-3-oxopyridazine-4-carbonitrile 、 原甲酸三乙酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以67%的产率得到(E)-1-(4-chlorophenyl)-4-(2-morpholin-1-ylvinyl)-6-oxo-1,6-dihydropyridazine-5-carbonitrile
  参考文献：
  名称：

  Studies using (E)-6-oxo-1-aryl-4-(2-N-Piperidinyl)vinyl-1,6-dihydropyridazine-5-carbonitrile

  摘要：

  Condensing 1-aryl-4-methyl-1,6-dihydropyridazine-5carbonitrile with triethyl orthoformate and piperidine afforded the trans-enamine 2. This could be converted into pyrido[3,4-d]pyridazine 3 upon treatment with primary aromatic amines. Reacting 2 with hydrazonoyl chlorides 5 afforded 7 rather than 6. Compound 2 gives also pyrido[3,4-d]pyridazine 10 upon treatment with acetic acid and ammonium acetate. Compound 2 afforded N-aminopyrido[3,4-dlpyridazine 11 upon treatment with hydrazine hydrate. Compound 11 reacted with triethyl orthoformate to give [1,2,4]triazolo[2',3':1,2]pyrido[4,3-d]pyridazin-10-one 12 and can be acetylated to 13. Compound 2 could be coupled with p-chlorobenzenediazonium chloride to give the pyridazino[4,5-d]pyridazine 17.

  DOI：

  10.1016/s0385-5414(07)81199-3

文献信息

• Studies using (E)-6-oxo-1-aryl-4-(2-N-Piperidinyl)vinyl-1,6-dihydropyridazine-5-carbonitrile
  作者：I ABDELHAMID、S SOLIMANGHOZLAN、H KOLSHORN、H MEIER、M ELNAGDIA

  DOI：10.1016/s0385-5414(07)81199-3

  日期：2007.12.1

  Condensing 1-aryl-4-methyl-1,6-dihydropyridazine-5carbonitrile with triethyl orthoformate and piperidine afforded the trans-enamine 2. This could be converted into pyrido[3,4-d]pyridazine 3 upon treatment with primary aromatic amines. Reacting 2 with hydrazonoyl chlorides 5 afforded 7 rather than 6. Compound 2 gives also pyrido[3,4-d]pyridazine 10 upon treatment with acetic acid and ammonium acetate. Compound 2 afforded N-aminopyrido[3,4-dlpyridazine 11 upon treatment with hydrazine hydrate. Compound 11 reacted with triethyl orthoformate to give [1,2,4]triazolo[2',3':1,2]pyrido[4,3-d]pyridazin-10-one 12 and can be acetylated to 13. Compound 2 could be coupled with p-chlorobenzenediazonium chloride to give the pyridazino[4,5-d]pyridazine 17.