triethyl isocyanurate | 715-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: triethyl isocyanurate
• 英文别名: 1,3,5-triethylisocyanurate；N,N',N''-triethylisocyanurate；triethylisocyanuric acid；TEt-ICA；1,3,5-triethyl-[1,3,5]triazinane-2,4,6-trione；1,3,5-triethyltriazine-2,4,6-trione；Triaethyl-[1,3,5]triazintrion；Triaethylisocyanursaeure；1,3,5-Triethyl-1,3,5-triazinane-2,4,6-trione
• CAS: 715-63-9
• 化学式: C₉H₁₅N₃O₃
• 分子量: 213.236
• InChiKey: VBIWIGSLGRYEDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  triethyl isocyanurate 在 sodium ethanolate 作用下， 生成 N,N',N''-triethyl-guanidine
  参考文献：
  名称：

  Hofmann,A.W., Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften, 1861, p. 513,519

  摘要：

  DOI：
• 作为产物：
  描述：

  异氰酸乙酯 在 C₃₀H₂₈AlN₃O₃ 作用下， 反应 0.5h， 以98%的产率得到triethyl isocyanurate
  参考文献：
  名称：

  铝催化的异氰酸酯三聚，通过利用动态配位球来增强† ‡

  摘要：

  主族金属固有地不稳定，从而阻碍了其在催化中的使用。我们在异氰脲酸酯的合成中利用了这种不稳定性。我们首次报道了一种高活性催化剂，该催化剂使用半不稳定的铝-吡啶基-双（亚氨基酚）络合物，在温和条件下以较低的催化剂载量三聚化烷基，烯丙基和芳基异氰酸酯，二异氰酸酯。

  DOI：

  10.1039/c9cc03339d

文献信息

• The Synthesis of Isocyanurates on the Trimerization of Isocyanates under High Pressure
  作者：Yoichi Taguchi、Isao Shibuya、Masahiko Yasumoto、Tohru Tsuchiya、Katsumi Yonemoto

  DOI：10.1246/bcsj.63.3486

  日期：1990.12

  The trimerization of phenyl isocyanate in the presence of triethylamine was accelerated under high pressure to give triphenyl isocyanurate almost quantitatively. The reaction in benzene was remarkably accelerated by compression. The effects of pressure, temperature, catalysts, and solvents were examined on the trimerization of phenyl isocyanate. Aryl and normal alkyl isocyanates trimerized under high

  异氰酸苯酯在三乙胺存在下的三聚反应在高压下加速，得到几乎定量的异氰脲酸三苯酯。苯中的反应通过压缩显着加速。考察了压力、温度、催化剂和溶剂对异氰酸苯酯三聚反应的影响。芳基和正烷基异氰酸酯在高压下三聚以良好的产率得到相应的异氰脲酸酯，而具有庞大烷基如叔丁基和环己基的异氰酸酯即使在800 MPa下也不会三聚。
• Synthesis of Aminopyridines and Aminopyridones by Cobalt-Catalyzed [2+2+2] Cycloadditions Involving Yne-Ynamides: Scope, Limitations, and Mechanistic Insights
  作者：Pierre Garcia、Yannick Evanno、Pascal George、Mireille Sevrin、Gino Ricci、Max Malacria、Corinne Aubert、Vincent Gandon

  DOI：10.1002/chem.201103906

  日期：2012.4.2

  switched toward 3‐ or 4‐aminopyridines. Application of this synthetic methodology to the construction of the aminopyridone framework using a yne‐ynamide and an isocyanate was also briefly examined. DFT computations suggest that 3‐aminopyridines are formed by formal [4+2] cycloaddition between the nitrile and the intermediate cobaltacyclopentadiene, whereas 4‐aminopyridines arise from an insertion pathway

  深入研究了乙炔酰胺和腈之间钴催化的[2 + 2 + 2]环加成反应以提供氨基吡啶。已评估了约30个具有广泛空间需求和电子特性的腈，其中一些为金属催化的芳烃形成开辟了新的前景。特别是，使用[CpCo（CO）（dmfu）]（dmfu =富马酸二甲酯）作为预催化剂可以将缺电子的腈掺入吡啶核中。修饰炔炔基上的取代基使区域选择性转向3或4氨基吡啶。还简要研究了这种合成方法在使用炔属酰胺和异氰酸酯构建氨基吡啶酮骨架中的应用。
• Synthesis of Isomelamines and Isocyanurates and Their Biological Evaluation.
  作者：Ryuji NIWA、Hitoshi KAMADA、Eiki SHITARA、Jiro HORIUCHI、Nobuyuki KIBUSHI、Tetsuzo KATO

  DOI：10.1248/cpb.44.2314

  日期：——

  The reaction of cyanogen bromide (1) with primary amines (2a-p), including arylmethylamines (2l-p), gave the corresponding cyanamides (3a-p). Trimerization of 3a-p gave 1,3,5-trisubstituted 2,4,6-triiminohexahydro-1,3,5-triazines (isomelamines) (4a-p), which were treated with hydrochloric acid to give the corresponding 1,3,5-trisubstituted 2,4,6-trioxohexahydro-1,3,5-triazines (isocyanurates) (5a-c

  溴化氰（1）与伯胺（2a-p），包括芳基甲胺（2-1-p）的反应，得到了相应的氰酰胺（3a-p）。3a-p的三聚得到1,3,5-三取代的2,4,6-三亚氨基六氢-1,3,5-三嗪（异三聚氰胺）（4a-p），将其用盐酸处理，得到相应的1,3 ，5-三取代的2,4,6-三氧六氢-1,3,5-三嗪（异氰脲酸酯）（5a-c，f）和1,3,5-三取代的2-亚氨基-4,6-二氧六氢-1,3 ，5-三嗪（5b'-e'）。对4a-p，5a-c，f和5b'-e'进行了生物学评估，其中一些化合物显示支气管扩张药和正性肌力活性。
• Process for making dialkyl carbonates
  申请人：Ryu Yong J.

  公开号：US20050203307A1

  公开（公告）日：2005-09-15

  A process for the production of dialkyl carbonates from the reaction of alcohol, for example C 1 -C 3 alcohols, with urea is disclosed wherein the water and ammonium carbamates impurities in the feed are removed in a prereactor. The water is reacted with urea in the feed to produce ammonium carbamate which is decomposed along with the ammonium carbamates originally in the feed to ammonia and carbon dioxide. In addition some of the urea is reacted with the alcohol in the first reactor to produce alkyl carbamate which is a precursor to dialkyl carbonate. Dialkyl carbonates are produced in the second reaction zone. The undesired by-product N-alkyl alkyl carbamates are continuously distilled off from the second reaction zone along with ammonia, alcohol and dialkyl carbonates under the steady state reactor operation. N-alkyl alkyl carbamates can be converted to heterocyclic compounds in a third reaction zone to remove as solids from the system.

  本发明揭示了一种从醇，例如C1-C3醇与尿素反应制备二烷基碳酸酯的方法，其中在预反应器中去除了进料中的水和铵氨基甲酸盐杂质。水与进料中的尿素反应生成铵氨基甲酸盐，该盐与原先在进料中的铵氨基甲酸盐一起分解为氨和二氧化碳。此外，一些尿素与醇在第一反应器中反应生成烷基氨基甲酸盐，该盐是二烷基碳酸酯的前体。二烷基碳酸酯在第二反应区域中制备。在稳态反应器操作下，不需要的副产物N-烷基烷基氨基甲酸盐连续从第二反应区域中蒸馏出来，与氨、醇和二烷基碳酸酯一起。N-烷基烷基氨基甲酸盐可以在第三反应区域中转化为杂环化合物，以固体形式从系统中移除。
• Cyclotrimerisation of isocyanates catalysed by low-coordinate Mn(<scp>ii</scp>) and Fe(<scp>ii</scp>) m-terphenyl complexes
  作者：Helen R. Sharpe、Ana M. Geer、Huw E. L. Williams、Toby J. Blundell、William Lewis、Alexander J. Blake、Deborah L. Kays

  DOI：10.1039/c6cc07243g

  日期：——

  Two- and three-coordinate m-terphenyl complexes (2,6-Ar2C6H3)M [M = Mn, Fe; Ar = 2,4,6-Me3C6H2, 2,4,5-Me3C6H2] are effective catalysts for the cyclotrimerisation of primary aliphatic isocyanates affording isocyanurates, which have considerable commercial...

  两配位和三配位的间三联苯配合物（2,6-Ar2C6H3）M [M = Mn，Fe; Ar = 2,4,6-Me3C6H2，2,4,5-Me3C6H2]是有效的伯脂族异氰酸酯环三聚反应的催化剂，可提供异氰脲酸酯，在工业上有相当大的...