ethyl 5-methyl-7-(4-methylphenyl)-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate | 803744-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 5-methyl-7-(4-methylphenyl)-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
• CAS: 803744-00-5
• 化学式: C₁₅H₁₇N₅O₂
• 分子量: 299.332
• InChiKey: BSLJYWFSOOMVAB-UHFFFAOYSA-N

物化性质

• 沸点：
  403.2±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-carboethoxy-6-methyl-4-(4-methylphenyl)-1H-pyrimidin-2-thione 在 sodium azide 、 mercury(II) diacetate 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 以87%的产率得到ethyl 5-methyl-7-(4-methylphenyl)-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
  参考文献：
  名称：

  One-Step Synthesis of Tetrazolo[1,5-a]pyrimidines by Cyclization Reaction of Dihydropyrimidine-2-thiones with Sodium Azide

  摘要：

  An novel, versatile and cost-effective approach for tetrazolo[1,5-a]pyrimidines and tetrazolo[1,5-a]quinazolines from cyclization reaction of dihydropyrimidinethiones with sodium azide in the presence of mercuric acetate is described. To compare this procedure with the conventional method, we carried out the cyclization reactions through direct functionalization of the pyrimidinethione core, which obtained from Biginelli 3,4-dihydropyrimidine-2-thiones or 4-aryl-7,7-dimethyl-5-oxo-1,2,3,4,5,6,7,8-octahydroquinazoline-2-thiones.

  DOI：

  10.3987/com-11-12351

文献信息

• Al(III) chloride catalyzed multi-component domino strategy: Synthesis of library of dihydrotetrazolo[1,5- a ]pyrimidines and tetrahydrotetrazolo[1,5- a ]quinazolinones
  作者：Parteek Kour、Varun P. Singh、Brijmohan Khajuria、Tajinder Singh、Anil Kumar

  DOI：10.1016/j.tetlet.2017.09.052

  日期：2017.11

  Tetrazolo[1,5-a]pyrimidines are well recognized and valuable scaffolds in drug discovery. In the current manuscript, we demonstrated AlCl3 catalyzed synthesis of series of dihydrotetrazolo[1,5-a]pyrimidines and tetrahydrotetrazolo[1,5-a]quinazolinones via a modified Biginelli type multi-component reaction of 5-aminotetrazole, aldehyde and diverse active methylene components such as acetophenone/al

  Tetrazolo [1,5- a ]嘧啶是药物发现中公认的有价值的支架。在当前的手稿中，我们证明了AlCl 3通过5-氨基四唑，醛和多种多样的修饰的Biginelli型多组分反应，催化合成一系列二氢四唑并[1,5- a ]嘧啶和四氢四唑并[1,5- a ]喹唑啉酮。活性亚甲基组分，如苯乙酮/乙酰乙酸烷基酯/二甲酮。这提供了直接从容易获得的起始原料直接构建高度官能化的二氢四唑并[1,5- a ]嘧啶和四氢四唑并[1,5- a ]喹唑啉酮的有效途径。