5-乙酰基-6-甲基-4-甲基硫烷基-1-苯基嘧啶-2-酮 | 132380-32-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 5-乙酰基-6-甲基-4-甲基硫烷基-1-苯基嘧啶-2-酮
• 英文名称: 4-methylthio-5-acetyl-1-phenyl-6-methyl-1H-pyrimidin-2-one
• 英文别名: 5-Acetyl-6-methyl-4-methylthio-1-phenyl-1H-pyrimidin-2-one；2(1H)-Pyrimidinone, 5-acetyl-6-methyl-4-(methylthio)-1-phenyl-；5-acetyl-6-methyl-4-methylsulfanyl-1-phenylpyrimidin-2-one
• CAS: 132380-32-6
• 化学式: C₁₄H₁₄N₂O₂S
• 分子量: 274.343
• InChiKey: KSUCRZMADQMNBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-乙酰基-6-甲基-4-甲基硫烷基-1-苯基嘧啶-2-酮 以 甲苯 为溶剂， 反应 9.0h， 生成 4-methylene-1-benzyl-3,6-diphenyl-5-methyl-1H,3H,6H-pyrimido<4,5-d>pyrimidine-2,7-dione
  参考文献：
  名称：

  Synthesis of derivatives of 4-alkylthiouracil, cytosine, pyrido[2,3-d]pyrimidine, and pyrimido[4,5-d]pyrimidine from the N,S- and N,N-acetals of diacetylketene and isocyanates

  摘要：

  The action of alkyl and aryl isocyanates on the N,S-acetals of diacetylketene leads to the formation of 4-alkylthio-5-acetyl-1-alkyl(aryl)-6-methyl-1H-pyrimidin-2-ones (derivatives of 4-alkylthiouracils). The reaction of the synthesized thiouracils with amines or the reaction of the N,N-acetals of diacetylketene (N,N-ADK) with an equimolar amount of aryl isocyanates leads to the formation of substituted 4-amino-5-acetyl-1H-pyrimidin-2-ones derivatives of cytosine). From the latter and isocyanates or directly from N,N-ADK and an excess of the isocyanate, derivatives of 4-methylene-1H,3H,4H-pyrimido[4,5-d]pyrimidine-2,7-dione were obtained. The exception was the condensation of 3-[N-(4,6-dimethyl-2-pyrimidinyl)diaminomethylene]pentane-2,4-dione with aryl isocyanates, which led to 3H,8H-pyrido[2,3-d]pyrimidine-2,5-diones.

  DOI：

  10.1007/bf00961050
• 作为产物：
  描述：

  异氰酸苯酯 、 diacetylketene N,S-acetal 以 甲苯 为溶剂， 反应 2.0h， 以80%的产率得到5-乙酰基-6-甲基-4-甲基硫烷基-1-苯基嘧啶-2-酮
  参考文献：
  名称：

  Synthesis of pyrimidines and pyrido[2,3-d]pyrimidines using N,S- and N,N-acetals of diacetylketene

  摘要：

  DOI：

  10.1007/bf00472498

文献信息

• Synthesis of pyrimidines and pyrido[2,3-d]pyrimidines using N,S- and N,N-acetals of diacetylketene
  作者：M. F. Gordeev、A. V. Komkov、V. A. Dorokhov

  DOI：10.1007/bf00472498

  日期：1990.9
• GORDEEV, M. F.;KOMKOV, A. V.;DOROXOV, V. A., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 62-87
  作者：GORDEEV, M. F.、KOMKOV, A. V.、DOROXOV, V. A.

  DOI：——

  日期：——
• Synthesis of derivatives of 4-alkylthiouracil, cytosine, pyrido[2,3-d]pyrimidine, and pyrimido[4,5-d]pyrimidine from the N,S- and N,N-acetals of diacetylketene and isocyanates
  作者：V. A. Dorokhov、M. F. Gordeev、A. V. Komkov、V. S. Bogdanov

  DOI：10.1007/bf00961050

  日期：1991.11

  The action of alkyl and aryl isocyanates on the N,S-acetals of diacetylketene leads to the formation of 4-alkylthio-5-acetyl-1-alkyl(aryl)-6-methyl-1H-pyrimidin-2-ones (derivatives of 4-alkylthiouracils). The reaction of the synthesized thiouracils with amines or the reaction of the N,N-acetals of diacetylketene (N,N-ADK) with an equimolar amount of aryl isocyanates leads to the formation of substituted 4-amino-5-acetyl-1H-pyrimidin-2-ones derivatives of cytosine). From the latter and isocyanates or directly from N,N-ADK and an excess of the isocyanate, derivatives of 4-methylene-1H,3H,4H-pyrimido[4,5-d]pyrimidine-2,7-dione were obtained. The exception was the condensation of 3-[N-(4,6-dimethyl-2-pyrimidinyl)diaminomethylene]pentane-2,4-dione with aryl isocyanates, which led to 3H,8H-pyrido[2,3-d]pyrimidine-2,5-diones.