9-(2-methoxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one | 668469-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 9-(2-methoxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one
• 英文别名: 9-(2-methoxyphenyl)-6,6-dimethyl-1,5,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8-one
• CAS: 668469-50-9
• 化学式: C₁₇H₁₉N₅O₂
• 分子量: 325.37
• InChiKey: MRXNACXGQHZJLD-UHFFFAOYSA-N

物化性质

• 沸点：
  510.2±60.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  4-(2-methoxyphenyl)-7,7-dimethyl-2-thioxo-1,2,3,4,7,8-hexahydroquinazolin-5(6H)-one 在 sodium azide 、 mercury(II) diacetate 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 以70%的产率得到9-(2-methoxyphenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one
  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

• Three-Component Reaction of Dimedone with Aromatic Aldehydes and 5-Aminotetrazole
  作者：V. L. Gein、A. N. Prudnikova、A. A. Kurbatova、M. V. Dmitriev、V. V. Novikova、I. P. Rudakova、A. L. Starikov

  DOI：10.1134/s1070363219050049

  日期：2019.5

  Reactions of dimedone with aromatic aldehyde and 5-aminotetrazole monohydrate proceeded with the formation of 9-aryl-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazoline-8(4H)-ones or 9-aryl-3,3,6,6-tetramethyl-3,4,6,7-tetrahydro-2H-xanthene-1,8(5H,9H)-diones depending on the nature of substituent in aromatic aldehyde. Antimicrobial, antifungal and analgesic activities of the synthesized compounds

  二甲酮与芳族醛和5-氨基四唑一水合物的反应进行，形成9-芳基-6,6-二甲基-5,6,7,9-四氢四唑[5,1- b ]喹唑啉-8（4 H）-一或9-芳基-3,3,6,6-四甲基-3,4,6,7-四氢-2 H--吨-1,8（5 H，9 H）-二酮，具体取决于取代基的性质芳香醛。研究了合成化合物的抗菌，抗真菌和止痛活性。
• Fe ₃ O ₄ @SiO ₂ @propyl‐ANDSA: A new catalyst for the synthesis of tetrazoloquinazolines
  作者：Ramin Ghorbani‐Vaghei、Sedigheh Alavinia、Narges Sarmast

  DOI：10.1002/aoc.4038

  日期：2018.2

  In this paper, a mild and green protocol has been developed for the synthesis of quinazoline derivatives. The catalytic activity of 7‐aminonaphthalene‐1,3‐disulfonic acid‐functionalized magnetic Fe3O4 nanoparticles (Fe3O4@SiO2@Propyl–ANDSA) was investigated in the one‐pot synthesis of new derivatives of tetrahydrotetrazolo[1,5‐a]quinazolines and tetrahydrobenzo[h]tetrazolo[5,1‐b]quinazolines from the

  在本文中，已开发出温和绿色的方案来合成喹唑啉衍生物。在单锅法合成四氢四唑的新衍生物中研究了7-氨基萘-1,3-二磺酸官能化的磁性Fe 3 O 4纳米颗粒（Fe 3 O 4 @SiO 2 @ Propyl–ANDSA）的催化活性[1]。醛，5-氨基四唑与二甲酮或6-甲氧基-3,4-二氢邻苯二酚-1（2H）-的反应生成的5-5-a]喹唑啉和四氢苯并[h]四唑[5,1-b]喹唑啉在H 2 O / EtOH中为溶剂，温度为100°C 。在有机反应之前和之后表征催化剂。铁3 O 4 @SiO 2与以前的方法相比，@ Propyl–ANDSA显示出显着的优势。本文介绍的方法的优点包括易于纯化，催化剂的可重复使用性，绿色和温和的过程以及在短的反应时间内以高收率合成新的衍生物。
• One-Step Synthesis of Tetrazolo[1,5-a]pyrimidines by Cyclization Reaction of Dihydropyrimidine-2-thiones with Sodium Azide
  作者：Xi-Cun Wang、Ying Wei、Yu-Xia Da、Zhang Zhang、Zheng-Jun Quan

  DOI：10.3987/com-11-12351

  日期：——

  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.