4-(4-bromophenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione

• 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-(4-bromophenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione
• 英文别名: 4-(4-Bromophenyl)-1,3,4,6,7,8-hexahydroquinazoline-2,5-dione
• 化学式: C₁₄H₁₃BrN₂O₂
• 分子量: 321.173
• InChiKey: XITSLFITBMFGJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 、 对溴苯甲醛 、 尿素 在 对甲苯磺酸 作用下， 以 水 为溶剂， 以75%的产率得到4-(4-bromophenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione
  参考文献：
  名称：

  A Practical Approach Towards Synthesis of Octahydroquinazolinone Derivatives in Water

  摘要：

  在 p-TsOH 催化下，通过环 β-二酮、醛和（硫代）脲在水中的 Biginelli 型三组分环缩合反应，开发了一种简单、高效和绿色的八氢喹唑啉酮衍生物合成工艺。

  DOI：

  10.2174/157017809789869555

文献信息

• One-pot Synthesis of Octahydroqinazolinones Derivatives Catalyzed by [C₄(mim)₂](FeCl₄)₂under Solvent Free Conditions
  作者：Bijan Mombani Godajdar、Soghra Soleimani

  DOI：10.1002/jccs.201300358

  日期：2014.4

  In this investigation, a practical green chemistry procedure for synthesis of octahydroqinazolinones and thiones derivatives via condensation of aldehyde, 1,3‐cyclohexanedione/dimedone and urea or thiourea catalyzed by magnetic room temperature dicationic liquid under solvent free conditions is described. The catalyst was studied by UV spectroscopy, vibrating sample magnetometer, and thermogravimetric

  在这项研究中，描述了一种实用的绿色化学程序，用于在无溶剂条件下通过磁性室温指示液催化醛，1,3-环己二酮/二甲酮与脲或硫脲的缩合反应合成八氢喹唑啉酮和硫酮衍生物。通过紫外光谱，振动样品磁力计和热重分析研究了该催化剂。由于多种优点，例如环境友好，易于实验的过程，良好的收率和可重复使用的催化剂，因此该方法受到关注。
• 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。
• Sarac; Yarim; Ertan, Mevluet, Pharmazie, 1998, vol. 53, # 2, p. 91 - 94
  作者：Sarac、Yarim、Ertan, Mevluet、Boydag、Erol

  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.
• Multicomponent Synthesis of 2,5-Dioxo- and 4-Aryl-5-oxo-2-thioxo-1,2,3,4,5,6,7,8-octahydroquinazolines
  作者：N. N. Tonkikh、A. Strakovs、M. V. Petrova

  DOI：10.1023/b:cohc.0000023766.76924.78

  日期：2004.1