4-amino-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carbothioamide | 1374509-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-amino-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carbothioamide
• CAS: 1374509-52-0
• 化学式: C₁₂H₁₀N₆S
• mdl: MFCD22374931
• 分子量: 270.318
• InChiKey: VYLWGFMJXQSBEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carbothioamide 、 2-溴-4'-甲基苯乙酮 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以80%的产率得到4-amino-3-[4-(4-methylphenyl)-1,3-thiazol-2-yl]-8-phenylpyrazolo[5,1-c][1,2,4]triazine
  参考文献：
  名称：

  Azo-coupling of pyrazole-3(5)-diazonium chlorides with cyanothioacetamide: a convenient synthesis of pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides

  摘要：

  Cyanothioacetamide reacts with pyrazole-3(5)-diazonium chlorides to afford pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides 5. The latter can be oxidized with H2O2 to give either pyrazolo[5,1-c][1,2,4]triazine-3-carboxamides or 1,2,4-thiadiazole derivatives, depending on the reaction conditions. The Hantzsch-type reaction of thioamides 5 with alpha-bromo ketones leads to 3-(thiazol-2-yl)pyrazolo[5,1-c][1,2,4]triazines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.010
• 作为产物：
  描述：

  3-氨基-4-苯基-1H-吡唑 在 盐酸 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.33h， 生成 4-amino-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carbothioamide
  参考文献：
  名称：

  Azo-coupling of pyrazole-3(5)-diazonium chlorides with cyanothioacetamide: a convenient synthesis of pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides

  摘要：

  Cyanothioacetamide reacts with pyrazole-3(5)-diazonium chlorides to afford pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides 5. The latter can be oxidized with H2O2 to give either pyrazolo[5,1-c][1,2,4]triazine-3-carboxamides or 1,2,4-thiadiazole derivatives, depending on the reaction conditions. The Hantzsch-type reaction of thioamides 5 with alpha-bromo ketones leads to 3-(thiazol-2-yl)pyrazolo[5,1-c][1,2,4]triazines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.010

文献信息

• Azo-coupling of pyrazole-3(5)-diazonium chlorides with cyanothioacetamide: a convenient synthesis of pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides
  作者：Irina V. Ledenyova、Vitaly V. Didenko、Victor V. Dotsenko、Khidmet S. Shikhaliev

  DOI：10.1016/j.tetlet.2014.01.010

  日期：2014.2

  Cyanothioacetamide reacts with pyrazole-3(5)-diazonium chlorides to afford pyrazolo[5,1-c][1,2,4]triazine-3-carbothioamides 5. The latter can be oxidized with H2O2 to give either pyrazolo[5,1-c][1,2,4]triazine-3-carboxamides or 1,2,4-thiadiazole derivatives, depending on the reaction conditions. The Hantzsch-type reaction of thioamides 5 with alpha-bromo ketones leads to 3-(thiazol-2-yl)pyrazolo[5,1-c][1,2,4]triazines. (C) 2014 Elsevier Ltd. All rights reserved.