9-(2-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one | 681471-44-3

• 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-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one
• 英文别名: 9-(2-chlorophenyl)-6,6-dimethyl-1,5,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8-one
• CAS: 681471-44-3
• 化学式: C₁₆H₁₆ClN₅O
• 分子量: 329.789
• InChiKey: LFBMSEQJTDXMDM-UHFFFAOYSA-N

物化性质

• 沸点：
  500.1±60.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氨基四氮唑 、 2-氯苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 碘 作用下， 以 异丙醇 为溶剂， 反应 1.17h， 以92%的产率得到9-(2-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one
  参考文献：
  名称：

  碘催化包含四唑[1,5-a]嘧啶核的化合物库的一锅多组分合成。

  摘要：

  在多组分一锅法中研究了5-氨基四唑与结构上不同的芳基醛和碘催化的具有活性亚甲基的结构单元的多功能和新型反应。一系列5,7-二芳基-4,7-二氢四唑[1,5-a]嘧啶C和5-甲基-7-芳基-4,7-二氢四唑[1,5-a]嘧啶-6-羧酸酯D以中等至良好的产量获得。进一步的勘探迅速提供了各种优良至优良产量的E。另外，在相同条件下也获得了化合物F。产物的结构通过LC-MS，（1）H NMR，（13）C NMR和元素分析来表征。

  DOI：

  10.1021/cc9000983

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。
• Sustainable design and novel synthesis of highly recyclable magnetic carbon containing aromatic sulfonic acid: Fe ₃ O ₄ @C/Ph—SO ₃ H as green solid acid promoted regioselective synthesis of tetrazoloquinazolines
  作者：Asadollah Hassankhani、Behnam Gholipour、Sadegh Rostamnia、Elham Zarenezhad、Nasrin Nouruzi、Taras Kavetskyy、Rovshan Khalilov、Mohammadreza Shokouhimehr

  DOI：10.1002/aoc.6346

  日期：2021.10

  Fe3O4@meso-C immobilized with activated 4-aminobenzenesulfonic acid to achieve Fe3O4@C/Ph—SO3H. Structural, physico-chemical, and magnetic properties of synthesized Fe3O4@C/Ph—SO3H catalyst using various analyses such as FT-IR spectroscopy, TGA, XRD, SEM, TEM. EDX, and VSM were investigated. Fe3O4@C/Ph—SO3H was used as a stable and recoverable acid catalyst for regioselective three-component synthesis of

  制备了封装在多孔碳壳中的绿色且稳定的磁性 Fe 3 O 4核。然后，合成的 Fe 3 O 4 @meso-C 表面固定有活化的 4-氨基苯磺酸以获得 Fe 3 O 4 @C/Ph-SO 3 H。合成 Fe 的结构、物理化学和磁性3 O 4 @C/Ph-SO 3 H 催化剂使用各种分析，如 FT-IR 光谱、TGA、XRD、SEM、TEM。研究了 EDX 和 VSM。Fe 3 O 4 @C/Ph—SO 3H 用作稳定且可回收的酸催化剂，用于在温和条件下区域选择性三组分合成四唑并喹唑啉。由于具有活性 SO 3 H 基团，该催化剂提供了一种一次性的绿色方案，在温和条件下反应，产率高，并且能够回收和再利用而不会显着降低活性。
• An efficient regioselective three-component synthesis of tetrazoloquinazolines using g-C3N4 covalently bonded sulfamic acid
  作者：Asadollah Hassankhani、Behnam Gholipour、Sadegh Rostamnia

  DOI：10.1016/j.poly.2019.114217

  日期：2020.1

  A green and cost-effective protocol developed using covalently bonded sulfamic acid graphitic carbon nitride (g-C3N4/NHSO3H) for the synthesis of quinazoline derivatives using three-component condensation reaction of benzaldehyde, 2-aminotetrazole and dimedone. The XRD, TEM, SEM, EDX and FT-IR techniques were used to identify the physical and chemical properties of g-C3N4/NHSO3H. The -NHSO3H solid catalyst, was reused eight times without significant decrease in activity. This catalyst acts as a benign acid catalyst, a green protocol of a one-pot due to having significant advantages such as active sites containing SO3H groups, reacting under mild conditions with high efficiency as well as the ability to recover and reuse without decreasing activity. (C) 2019 Elsevier Ltd. All rights reserved.
• Iodine Catalyzed One-Pot Multicomponent Synthesis of a Library of Compounds Containing Tetrazolo[1,5-<i>a</i>]pyrimidine Core
  作者：Li-Yan Zeng、Chun Cai

  DOI：10.1021/cc9000983

  日期：2010.1.11

  blocks with active methylene catalyzed by iodine were investigated in a multicomponent one-pot protocol. A series of 5,7-diaryl-4,7-dihydrotetrazolo[1,5-a]pyrimidines C and 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates D were obtained in moderate to good yields. Further exploration rapidly afforded various E in good to excellent yields; in addition, compound F was also obtained under

  在多组分一锅法中研究了5-氨基四唑与结构上不同的芳基醛和碘催化的具有活性亚甲基的结构单元的多功能和新型反应。一系列5,7-二芳基-4,7-二氢四唑[1,5-a]嘧啶C和5-甲基-7-芳基-4,7-二氢四唑[1,5-a]嘧啶-6-羧酸酯D以中等至良好的产量获得。进一步的勘探迅速提供了各种优良至优良产量的E。另外，在相同条件下也获得了化合物F。产物的结构通过LC-MS，（1）H NMR，（13）C NMR和元素分析来表征。