2-cyano-3-(3,5-diamino-pyrazol-4-yl)azo-4,6-dimethylthieno[2,3-b]pyridine | 259854-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: 2-cyano-3-(3,5-diamino-pyrazol-4-yl)azo-4,6-dimethylthieno[2,3-b]pyridine
• CAS: 259854-44-9
• 化学式: C₁₃H₁₂N₈S
• 分子量: 312.358
• InChiKey: MODHWCUDCTUYIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  142.12
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  六氟乙酰丙酮 、 2-cyano-3-(3,5-diamino-pyrazol-4-yl)azo-4,6-dimethylthieno[2,3-b]pyridine 在 溶剂黄146 作用下， 反应 4.0h， 以79%的产率得到
  参考文献：
  名称：

  Studies on the Synthesis of New 3-(3,5-Diamino-1-substituted-pyrazol-4-yl)azo-thieno[2,3-b]pyridines and 3-(2-Amino-5,7-disubstituted-pyrazolo[1,5-a]pyrimidine-3-yl)azothieno[2,3-b]pyridines

  摘要：

  AbstractCoupling the diazonium salt of 3‐amino‐2‐cyano‐4,6‐dimethylthieno[2,3‐b]pyridine 1 with malononitrile 2 gave 2‐cyano‐3‐(hydrazonomalononitrile)‐4,6‐dimethylthieno[2,3‐b]pyridine 3 which then reacted with hydrazine compounds 4a‐4h to yield corresponding 2‐cyano‐3‐(3,5‐diamino‐1‐substituted‐pyrazol‐4‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridines 5a‐5h. The 2‐cyano‐3‐(2‐amino‐5,7‐disubstituted‐pyrazolo‐[1,5‐a]pyrimidine‐3‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridines 7a‐7f were obtained in good yield by the cyclocondensation reaction of 2‐cyano‐3‐(3,5‐diamino‐pyrazol‐4‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridine 5a with the appropriate 1,3‐diketones 6a‐6f under acidic condition.

  DOI：

  10.1002/jccs.199900131
• 作为产物：
  描述：

  3-氨基-4,6-二甲基-噻吩并[2,3-b]吡啶-2-甲腈 在 盐酸 、 一水合肼 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 2-cyano-3-(3,5-diamino-pyrazol-4-yl)azo-4,6-dimethylthieno[2,3-b]pyridine
  参考文献：
  名称：

  Studies on the Synthesis of New 3-(3,5-Diamino-1-substituted-pyrazol-4-yl)azo-thieno[2,3-b]pyridines and 3-(2-Amino-5,7-disubstituted-pyrazolo[1,5-a]pyrimidine-3-yl)azothieno[2,3-b]pyridines

  摘要：

  AbstractCoupling the diazonium salt of 3‐amino‐2‐cyano‐4,6‐dimethylthieno[2,3‐b]pyridine 1 with malononitrile 2 gave 2‐cyano‐3‐(hydrazonomalononitrile)‐4,6‐dimethylthieno[2,3‐b]pyridine 3 which then reacted with hydrazine compounds 4a‐4h to yield corresponding 2‐cyano‐3‐(3,5‐diamino‐1‐substituted‐pyrazol‐4‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridines 5a‐5h. The 2‐cyano‐3‐(2‐amino‐5,7‐disubstituted‐pyrazolo‐[1,5‐a]pyrimidine‐3‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridines 7a‐7f were obtained in good yield by the cyclocondensation reaction of 2‐cyano‐3‐(3,5‐diamino‐pyrazol‐4‐yl)azo‐4,6‐dimethylthieno[2,3‐b]pyridine 5a with the appropriate 1,3‐diketones 6a‐6f under acidic condition.

  DOI：

  10.1002/jccs.199900131