4-(2,4-dichlorophenyl)-7,7-dimethyl-4,6,7,8-tetrahydro-1H,3H-quinazoline-2,5-dione | 955405-33-1

• 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: 4-(2,4-dichlorophenyl)-7,7-dimethyl-4,6,7,8-tetrahydro-1H,3H-quinazoline-2,5-dione
• 英文别名: 4-(2,4-dichlorophenyl)-7,7-dimethyl-3,4,6,8-tetrahydro-1H-quinazoline-2,5-dione
• CAS: 955405-33-1
• 化学式: C₁₆H₁₆Cl₂N₂O₂
• 分子量: 339.221
• InChiKey: SEMBUHYBGHUBFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-羟基-5,5-二甲基环己-2-烯-1-酮 、 2,4-二氯苯甲醛 、 尿素 在 ZnO nanoparticles 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以90%的产率得到4-(2,4-dichlorophenyl)-7,7-dimethyl-4,6,7,8-tetrahydro-1H,3H-quinazoline-2,5-dione
  参考文献：
  名称：

  ZnO Nanoparticles Solid Phase Acidic Catalyst for One-Pot Synthesis of Octahydroquinazolinone Derivatives

  摘要：

  以回流乙醇为溶剂，在氧化锌纳米颗粒（ZnO NPs）催化下，芳香醛二甲酮与脲发生反应，为合成八氢喹唑啉酮衍生物提供了一条简单高效的一锅法路线，且收率极高。

  DOI：

  10.3184/174751912x13371679868473

文献信息

• Solvent-free Synthesis of Novel and Known Octahydroquinazolinones/thiones by the Use of ZrOCl₂.8H₂O as a Highly Efficient and Reusable Catalyst
  作者：Sajad Karami、Bahador Karami、Saeed Khodabakhshi

  DOI：10.1002/jccs.201200145

  日期：2013.1

  A solvent‐free reaction between urea/thiourea, dimedone and aromatic aldehydes in the presence of catalytic amounts of zirconium (IV) oxychloride octahydrate (ZrOCl2.8H2O) as a powerfull Lewis acid leads to octahydroquinazolinone/thione derivatives in good yields. This method has advantages such as avoidance of the organic solvents, production of pure products without any by‐product, short reaction

  尿素/硫脲，二甲酮与芳族醛之间的无溶剂反应在催化量的八氯化氧（IV）八水合氯化锆（ZrOCl 2 .8H 2 O）作为强力路易斯酸存在下，可以以高收率得到八氢喹唑啉酮/硫酮衍生物。该方法具有避免有机溶剂，生产无副产物的纯净产品，反应时间短和操作简单等优点。
• Kantevari, Srinivas; Bantu, Rajashaker; Nagarapu, Lingaiah, Arkivoc, 2006, vol. 16, p. 136 - 148
  作者：Kantevari, Srinivas、Bantu, Rajashaker、Nagarapu, Lingaiah

  DOI：——

  日期：——
• Ionic liquid: an efficient and recyclable medium for the synthesis of octahydroquinazolinone and biscoumarin derivatives
  作者：Jitender M. Khurana、Sanjay Kumar

  DOI：10.1007/s00706-010-0306-4

  日期：2010.5

  A facile and environmentally benign procedure for the synthesis of octahydroquinazolinone and biscoumarin derivatives in ionic liquids is reported. Octahydroquinazolinones were synthesized in the presence of trimethylsilyl chloride (TMSCl) while the synthesis of biscoumarins required no additive. The ability to reuse the ionic liquid, the high yields, and ease of purification are the important features of this process.
• Indium(III) Trifluoromethanesulfonate: a Reusable Catalyst for the Sol-vent-free Synthesis of some Quinazolinones/thiones
  作者：Bahador Karami、Saeed Khodabakhshi、Sajad Karami

  DOI：10.5562/cca2087

  日期：——

  An environmentally friendly and clean procedure gives octahydroquinazolinones/thiones by a simple Biginelli condensation of urea/thiourea, aromatic aldehydes, and cyclic 1,3-diones in the presence of indium(III) trifluoromethanesulfonate (In(OTf)(3)) in solventless conditions. This method has advantages such as avoidance of the organic solvents, high yield of pure products without any by-product, short reaction times and operational simplicity.