1,3,5-Tris(3,4-dichlorophenyl)-1,3,5-triazinane-2,4,6-trione | 98329-02-3

• 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: 1,3,5-Tris(3,4-dichlorophenyl)-1,3,5-triazinane-2,4,6-trione
• CAS: 98329-02-3
• 化学式: C₂₁H₉Cl₆N₃O₃
• 分子量: 564.039
• InChiKey: FXOQGHKORJYZFD-UHFFFAOYSA-N

物化性质

• 熔点：
  277-279 °C(Solv: ethanol (64-17-5); ethyl acetate (141-78-6))
• 沸点：
  672.6±55.0 °C(Predicted)
• 密度：
  1.691±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二氯苯异氰酸酯 在 1,5,7-triazabicyclo[4.4.0]dec-5-enium acetate 作用下， 以95%的产率得到1,3,5-Tris(3,4-dichlorophenyl)-1,3,5-triazinane-2,4,6-trione
  参考文献：
  名称：

  在本体条件下，通过酸/碱共轭物将各种异氰酸酯快速环化成异氰脲酸酯

  摘要：

  一系列有机碱DMAP（4-二甲基氨基吡啶），DBU（1，8-二氮杂双环[5.4.0] undec-7-ene），TBD（1，5，7-三氮杂双环[4.4.0] dec-5-ene ），并在各种异氰酸酯的三聚反应中评估了它们的碱/酸共轭有机催化剂体系。性能很大程度上取决于催化剂体系的组合，与相应的DMAP和DBU相比，[HTBD] [OAc]（乙酸）催化剂体系的活性最高。[HTBD] [OAc]催化剂体系即使在大量条件下，也能够在数秒内以优异的产率从各种异氰酸酯底物的环三聚反应中提供异氰脲酸酯。提出了在[HTBD] [OAc]上的双功能催化机理。

  DOI：

  10.1016/j.catcom.2020.106097

文献信息

• A new simple synthesis of 3,5-disubstituted 1-amino-1,3,5-triazine-2,4,6-triones from ethoxycarbonylhydrazones and isocyanates
  作者：François Chau、Jean-Claude Malanda、René Milcent

  DOI：10.1002/jhet.5570350146

  日期：1998.1

  The 3,5-disubstituted 1-amino-1,3,5-triazine-2,4,6-triones were synthesized in good yields from aromatic aldehyde or ketone ethoxycarbonylhydrazones by treatment with aryl or methyl isocyanates in boiling triethylamine followed by hydrolysis with hydrochloric acid solution.

  通过在沸腾的三乙胺中用芳基或异氰酸甲酯处理，然后由三乙胺水解，然后由芳族醛或酮乙氧基羰基hydr唑以高收率合成3,5-二取代的1-氨基-1,3,5-三嗪-2,4,6-三酮盐酸溶液。
• Efficient and Selective Trimerization of Aryl and Alkyl Isocyanates Catalyzed by Sodium<i>p</i>-Toluenesulfinate in the Presence of TBAI in a Solvent-Free Condition
  作者：Firouz Matloubi Moghaddam、Mohammad G. Dekamin、Mohammad S. Khajavi、Seifollah Jalili

  DOI：10.1246/bcsj.75.851

  日期：2002.4

  Aryl and alkyl isocyanates have been efficiently converted into symmetrical trisubstituted aryl and alkyl isocyanurates, catalyzed by sodium p-toluenesulfinate on its own or in the presence of tetrabutylammonium iodide (TBAI), in a solvent-free condition. The latter has been shown to have a higher catalytic activity.

  在对甲苯磺酸钠本身或碘化四丁基铵（TBAI）的催化下，芳基和烷基异氰酸酯可在无溶剂条件下高效转化为对称的三取代芳基和烷基异氰酸酯。后者已被证明具有更高的催化活性。
• The Performance of Phthalimide-N-oxyl Anion
  作者：Mohammad G. Dekamin、Firouz M. Moghaddam、Hamdollah Saeidian、Shadpour Mallakpour

  DOI：10.1007/s00706-006-0553-6

  日期：2006.12

  Alkali metal salts of phthalimide-N-oxyl, including Li, Na, and K were prepared and applied as novel selective catalysts to promote the cyclotrimerization of aryl and alkyl isocyanates. This paper is addressing these salts as a new class of organic nucleophilic catalysts.
• Organocatalytic, rapid and facile cyclotrimerization of isocyanates using tetrabutylammonium phthalimide-N-oxyl and tetraethylammonium 2-(carbamoyl)benzoate under solvent-free conditions
  作者：Mohammad G. Dekamin、Kambiz Varmira、Mehdi Farahmand、Solmaz Sagheb-Asl、Zahra Karimi

  DOI：10.1016/j.catcom.2010.08.018

  日期：2010.11

  Tetrabutylammonium phthalimide N oxyl and tetraethylammonium 2-(carbamoyl)benzoate were found to be effective and easily accessible organocatalysts for selective cylotrimerization of aryl and alkyl isocyanates under mild reaction conditions The reaction proceeds smoothly using very low catalyst loadings of these metal free organocatalysts (0 025 and 025 mol% respectively) under solvent-free conditions at room temperature within a very short reaction time (C) 2010 Elsevier B V All rights reserved
• Combination of Sulfite Anion and Phase Transfer Catalysts for Green Cyclotrimerization of Aryl Isocyanates
  作者：Mohammad G. Dekamin、Shadpour Mallakpour、Maryam Ghassemi

  DOI：10.1081/scc-200048951

  日期：2005.1.1

  The catalytic cyclotrimerization of aryl and alkyl isocyanates, by the novel combination catalysts of sulfite ion and Phase Transfer Catalysts (PTCs), as selective anionic catalysts, has been investigated. The use of phase transfer catalyst features the catalytic potency of sulfite anion and promotes the reaction in green conditions. Diverse aryl derivatives have been involved in the reaction condition giving corresponding isocyanurates in good to excellent yields.