9-(4-chlorophenyl)-2-methyl-4,9,10-trihydro[1,2,4]triazolo[2',3':1,2]pyrido[4,3-d]pyridazine-10-one | 1001396-98-0

• 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: 9-(4-chlorophenyl)-2-methyl-4,9,10-trihydro[1,2,4]triazolo[2',3':1,2]pyrido[4,3-d]pyridazine-10-one
• 英文别名: 12-(4-Chlorophenyl)-4-methyl-3,5,6,11,12-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,7,10-pentaen-13-one；12-(4-chlorophenyl)-4-methyl-3,5,6,11,12-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,7,10-pentaen-13-one
• CAS: 1001396-98-0
• 化学式: C₁₅H₁₀ClN₅O
• 分子量: 311.73
• InChiKey: HYNFPXDZGUCJNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-amino-3-(4-chlorophenyl)-5-imino-5,6-dihydro-3H-pyrido[3,4-d]pyridazin-4-one 、 乙酸酐 反应 5.0h， 以72%的产率得到9-(4-chlorophenyl)-2-methyl-4,9,10-trihydro[1,2,4]triazolo[2',3':1,2]pyrido[4,3-d]pyridazine-10-one
  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.