1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion | 35221-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion
• 英文别名: 5,7-dimethyl-3-phenylpyrazolo<3,4-d>pyrimidine-4,6-(5H,7H)-dione；5,7-dimethyl-3-phenyl-4,5,6,7-tetrahydropyrazolo[3,4-d]pyrimidine-4,6-dione；1H-4,6-dioxo-5,7-dimethyl-3-phenylpyrazolo<3,4-d>pyrimidine；5,7-dimethylpyrazolo<3,4-d>pyrimidine-4,6(5H,7H)-dione；5,7-dimethyl-3-phenyl-1,7-diydropyrazolo[3,4-d]pyrimidine-4,6-dione；5,7-dimethyl-3-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione；5,7-Dimethyl-3-phenyl-1,7-dihydro-pyrazolo[4,5-e]pyrimidine-4,6-dione；5,7-dimethyl-3-phenyl-2H-pyrazolo[3,4-d]pyrimidine-4,6-dione
• CAS: 35221-08-0
• 化学式: C₁₃H₁₂N₄O₂
• 分子量: 256.264
• InChiKey: YSKCNIHGQLSDHE-UHFFFAOYSA-N

物化性质

• 熔点：
  259-260 °C
• 沸点：
  527.7±52.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione 在 对甲苯磺酸 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 12.0h， 生成 1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion
  参考文献：
  名称：

  Synthesis of 4-Trifluoromethylpyrimido[4,5-c]pyridazine-5,7-diones from Uracils

  摘要：

  The reaction of 6-hydrazinouracils (1) with 3-aryl-1,1,1-trifluoropropane-2,3-dione monohydrates (2) in refluxing ethanol in the presence of p-toluenesulfonic acid gave regioselectively 3-aryl-4-trifluoromethyl-5,6,7,8-tetrahydropyrimido[4,5-c]pyridazine-5,7-diones (4a-e) in moderate yields. The location of a trifluoromethyl group at the C4 position was elucidated on the basis of the chemical transformation of the derivatives.

  DOI：

  10.3987/com-06-10781

文献信息

• Studies on uracils: A facile one-pot synthesis of pyrazolo[3,4-<i>d</i>]pyrimidines
  作者：P. J. Bhuyan、H. N. Borah、K. C. Lekhok、J. S. Sandhu

  DOI：10.1002/jhet.5570380230

  日期：2001.3

  The reaction of 6-hydrazino uracils 1 and nitrones 2 result in an efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidines 3 in excellent yields. The isolation of the by-product aniline from the reaction mixture supported the plausible mechanism for the formation of pyrazolo[3,4-d]pyrimidines.

  6-肼基尿嘧啶1和硝酮2的反应可有效地一锅合成吡唑并[3,4- d ]嘧啶3，产率极高。从反应混合物中分离出副产物苯胺支持了吡唑并[3,4- d ]嘧啶形成的合理机理。
• Construction of pyrimido[5,4-<i>e</i>]-<i>as</i>-triazine, purine,<i>v</i>-triazolo-[4,5-<i>d</i>]pyrimidine and pyrazolo[3,4-<i>d</i>]pyrimidine ring systems from 5-arylazo-6-arylidenehydrazino-1,3-dimethyluracils
  作者：Sadao Nishigaki、Misuzu Ichiba、Kiyoko Fukami、Keitaro Senga

  DOI：10.1002/jhet.5570190413

  日期：1982.7

  Reaction of 5-arylazo-6-arylidenehydrazino-1,3-dimethyluracils (II), prepared by the treatment of 6-aryl-idenehydrazino-1,3-dimethyluracils (I) with diazotized arylamines, with dimethylformamide dimethylacetal resulted in the formation of pyrimido[5,4-e]-as-triazine (V) system, while the thermolysis of II resulted in the formation of purine (X), v-triazolo[4,5-d]pyrimidine (XII), and pyrazolo[3,4-d]pyrimidine

  通过用重氮化的芳胺处理6-芳基-亚氨基肼基-1,3-二甲基尿嘧啶（I）制备的5-芳基偶氮-6-亚芳基肼基-1,3-二甲基尿嘧啶（II）与二甲基甲酰胺二甲基缩醛反应形成以嘧啶[5,4- e ]-为-三嗪（V）体系，而II的热解导致嘌呤（X），v-三唑并[4,5- d ]嘧啶（XII）和吡唑并[ 3,4- d ]嘧啶（XIV，XIX）系统代替了预期的V。已提出了在这些反应中形成各种环系统的合理机理。
• Studies on uracils. 10. A facile one-pot synthesis of pyrido[2,3-d]- and pyrazolo[3,4-d]pyrimidines
  作者：Pulakjyoti Bhuyan、Romesh Chandra Boruah、Jagir Singh Sandhu

  DOI：10.1021/jo00289a033

  日期：1990.1
• Farkas, Lajos; Keuler, Josef; Wamhoff, Heinrich, Chemische Berichte, 1980, vol. 113, # 7, p. 2566 - 2574
  作者：Farkas, Lajos、Keuler, Josef、Wamhoff, Heinrich

  DOI：——

  日期：——
• Ichiba, Misuzu; Senga, Keitaro, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 381 - 384
  作者：Ichiba, Misuzu、Senga, Keitaro

  DOI：——

  日期：——