N,N'-(ethane-1,2-diyl)bis(3-acetyl-5-amino-1-phenyl-1H-pyrazole-4-carboxamide) | 1180519-31-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N'-(ethane-1,2-diyl)bis(3-acetyl-5-amino-1-phenyl-1H-pyrazole-4-carboxamide)
• 英文别名: 3-acetyl-N-[2-[(3-acetyl-5-amino-1-phenylpyrazole-4-carbonyl)amino]ethyl]-5-amino-1-phenylpyrazole-4-carboxamide
• CAS: 1180519-31-6
• 化学式: C₂₆H₂₆N₈O₄
• 分子量: 514.544
• InChiKey: IBGVKPJVOPVDQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  180
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氰基-N-[2-[(2-氰基乙酰基)氨基]乙基]乙酰胺 、 1-氯-1-(2-苯基亚肼基)乙酮 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以53%的产率得到N,N'-(ethane-1,2-diyl)bis(3-acetyl-5-amino-1-phenyl-1H-pyrazole-4-carboxamide)
  参考文献：
  名称：

  Synthesis of Some Novel Bis(pyrazole), Bis(pyridine) and Bis(pyrazolo[5,1-c]-1,2,4-triazine Derivatives

  摘要：

  Treatment of N,N'-(ethane-1,2-dlyl)bis(cyanoacetamide) (1) with hydrazonoyl chlorides 2a,b afforded bis(arninopyrazoles) 5a,b. Heating of compound 1 with arylmethylenepropanedinitrile 9a-c afforded bis(pyridine) derivatives 13a-c. Also, compound 1 coupled smoothly with the arenediazonium salt generated from 3-chloroaniline or 5-amino-4-methyl-3-phenylpyrazole (16) to afford the corresponding hydrazones 15 or bis(pyrazolo[5,1-c]-1,2,4-triazine-3-carboxamide) 19. Refluxing of compound I with N,N-dimethylformamide dimethyl acetal (DMF-DMA) in xylene afforded bis(2-cyano-3-(dimethylamino)-acrylamide) (20) which reacted with hydrazine hydrate to afford the novel bis(cyanoopyrazole) 23.

  DOI：

  10.3987/com-09-11676

文献信息

• Synthesis of Some Novel Bis(pyrazole), Bis(pyridine) and Bis(pyrazolo[5,1-c]-1,2,4-triazine Derivatives
  作者：Nabila A. Kheder

  DOI：10.3987/com-09-11676

  日期：——

  Treatment of N,N'-(ethane-1,2-dlyl)bis(cyanoacetamide) (1) with hydrazonoyl chlorides 2a,b afforded bis(arninopyrazoles) 5a,b. Heating of compound 1 with arylmethylenepropanedinitrile 9a-c afforded bis(pyridine) derivatives 13a-c. Also, compound 1 coupled smoothly with the arenediazonium salt generated from 3-chloroaniline or 5-amino-4-methyl-3-phenylpyrazole (16) to afford the corresponding hydrazones 15 or bis(pyrazolo[5,1-c]-1,2,4-triazine-3-carboxamide) 19. Refluxing of compound I with N,N-dimethylformamide dimethyl acetal (DMF-DMA) in xylene afforded bis(2-cyano-3-(dimethylamino)-acrylamide) (20) which reacted with hydrazine hydrate to afford the novel bis(cyanoopyrazole) 23.