1-benzyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione | 23097-87-2

• 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: 1-benzyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
• 英文别名: N-benzylisocyanuric acid；monobenzyl isocyanurate；benzyl isocyanurate；benzyl isocyanate；benzyl-[1,3,5]triazinetrione；Benzyl-[1,3,5]triazintrion；1-Benzyl-1,3,5-triazinane-2,4,6-trione
• CAS: 23097-87-2
• 化学式: C₁₀H₉N₃O₃
• 分子量: 219.2
• InChiKey: RGWHWXCLWIRWMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  156-157 °C
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione 在 sodium butanolate 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 、 正丁醇 为溶剂， 生成
  参考文献：
  名称：

  摘要：

  Alkylation of disodium benzyl and disodium methyl isocyanurates with beta,beta'-dichlorodiethyl and beta,beta'-dibromodiethyl ethers was used to prepare 1-benzyl and 1-methyl 3,5-bis[2-(2-haloethoxy)ethyl] isocyanurates whose reaction with thiourea followed by hydrolysis gave the corresponding 1-alkyl 3,5-bis[2(2-mercaptoethoxy)ethyl] isocyanurates. 1-Benzyl and 1-methyl 3,5-bis[2-(2-chloroethyl)ethyl] isocyanurates were reacted with NaSCH2CH2OH to obtain the corresponding 1-alkyl 3,5-bis[2-(2-hydroxyethylthio)ethyl] isocyanurates. Treatment of the latter two esters with thionyl chloride gave 1-benzyl and 1-methyl 3,5-bis[2-(2-chloroethylthio)ethyl] isocyanurates, respectively.

  DOI：

  10.1023/a:1013281230316
• 作为产物：
  描述：

  2,4-二氯-6-苯基甲氧基-1,3,5-三嗪 在 N-甲基吗啉 、 水 、 sodium acetate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 21.5h， 生成 1-benzyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  トリアジンジオン化合物

  摘要：

  This invention provides a novel triazine dione compound useful as an alkylating agent for nucleophilic compounds. The invention relates to a compound represented by formula (I): [wherein each symbol is as defined in the present specification], an alkylating agent comprising the compound, and a method for alkylating nucleophilic compounds using the alkylating agent.

  公开号：

  JP2017081832A

文献信息

• <i>N</i>,<i>N′</i>-Dimethylated Benzyloxytriazinedione: A Stable Solid Reagent for Acid-Catalyzed<i>O</i>-Benzylation
  作者：Hikaru Fujita、Satoshi Kakuyama、Munetaka Kunishima

  DOI：10.1002/ejoc.201601387

  日期：2017.1.26

  DMBOT in the presence of an acid catalyst. In particular, 2,6-di-tert-butylpyridinium trifluoromethanesulfonate, which is a mild, stable, and non-hygroscopic acid catalyst, can be utilized for the reaction of DMBOT. Compared to other reported methods, DMBOT afforded better results in several challenging O-benzylation under non-basic conditions.

  N,N'-Dimethylated 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (DMBOT) 已被开发为一种基于三嗪二酮的稳定固体试剂，用于酸催化 O -苄基化。在设计理念的基础上引入了N,N'-二甲基基团来固定核心的三嗪二酮骨架。DMBOT 的副产物可以通过简单的洗涤轻松去除。在酸催化剂存在下，使用 DMBOT 对各种酸和碱不稳定的醇进行 O-苄基化。特别是，2,6-二叔丁基吡啶鎓三氟甲磺酸盐是一种温和、稳定、不吸湿的酸催化剂，可用于DMBOT的反应。与其他报道的方法相比，DMBOT 在非碱性条件下的几个具有挑战性的 O-苄基化中提供了更好的结果。
• <i>O</i>-Benzylation of Carboxylic Acids Using 2,4,6-Tris(benzyloxy)-1,3,5-triazine (TriBOT) under Acidic or Thermal Conditions
  作者：Kohei Yamada、Saki Yoshida、Hikaru Fujita、Masanori Kitamura、Munetaka Kunishima

  DOI：10.1002/ejoc.201501172

  日期：2015.12

  esters from carboxylic acids using the O-benzylating reagent 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT) have been developed. The reactions were conducted either in the presence of a catalytic amount of TfOH at room temperature (acidic conditions) or in the absence of TfOH at 180–230 °C (thermal conditions). Interestingly, the O-benzylation of hydroxy carboxylic acids under the two conditions afforded

  已经开发了两种使用 O-苄基化试剂 2,4,6-三(苄氧基)-1,3,5-三嗪 (TriBOT) 从羧酸合成苄酯的方法。反应是在催化量的 TfOH 存在下在室温（酸性条件）下进行的，或者在没有 TfOH 的情况下在 180-230 °C（热条件）下进行。有趣的是，羟基羧酸在两种条件下的 O-苄基化产生了不同的产物：酸性条件下的二苄基化产物和热条件下的羟基酯。除了这些结果，其他证据表明，前一个反应通过 SN1 型机制进行，而后者通过 SN2 型机制进行。
• Study of the Reactivities of Acid-Catalyzed O-Benzylating Reagents Based on Structural Isomers of 1,3,5-Triazine
  作者：Hikaru Fujita、Naoko Hayakawa、Munetaka Kunishima

  DOI：10.1021/acs.joc.5b02059

  日期：2015.11.6

  5-triazine-2,4(1H,3H)-dione (MonoBOT), which have been previously suggested as reaction intermediates of the acid-catalyzed benzylation of 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT). We studied the effect on the reactivity of acid-catalyzed O-benzylation caused by the isomeric core triazine structures in these compounds by carrying out a kinetic study and estimating relative basicities using model compounds

  我们已经证明了4,6-双（苄氧基）-1,3,5-triazin-2（1 H）-one（DiBOT）和6-（苄氧基）-1,3,5-三嗪的O-苄基化能力-2,4（1 H，3 H）-二酮（MonoBOT），先前已被建议作为酸催化的2,4,6-三（苄氧基）-1,3,5-三嗪苄基反应的中间体（TriBOT）。我们通过进行动力学研究并使用模型化合物估算相对碱性，研究了这些化合物中异构体核心三嗪结构对酸催化的O-苄基化反应活性的影响。由于MonoBOT具有优异的反应活性，因此1,3,5-三嗪-2,4（1 H，3 H）-二酮是酸催化烷基化试剂的有前途的核心结构。
• COMPOSITION FOR FORMING ANTIREFLECTION FILM FOR LITHOGRAPHY
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP1560070A1

  公开（公告）日：2005-08-03

  There is provided a composition for forming anti-reflective coating for anti-reflective coating that has a good absorption of light at a wavelength utilized for manufacturing a semiconductor device, that exerts a high protection effect against light reflection, that has a high dry etching rate compared with the photoresist layer. Concretely, the composition for forming anti-reflective coating contains a triazine trione compound, oligomer compound or polymer compound having hydroxyalkyl structure as substituent on nitrogen atom.

  本发明提供了一种用于形成防反射涂层的组合物，该组合物对用于制造半导体器件的波长的光具有良好的吸收性，对光的反射具有较高的保护效果，与光刻胶层相比具有较高的干蚀刻率。具体来说，用于形成抗反射涂层的组合物含有一种三嗪三酮化合物、低聚物化合物或聚合物化合物，其氮原子上的取代基为羟烷基结构。
• ANTIREFLECTION FILM FOR SEMICONDUCTOR CONTAINING CONDENSATION TYPE POLYMER
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP1757986A1

  公开（公告）日：2007-02-28

  There is provided an anti-reflective coating forming composition comprising a polymer having a pyrimidinetrione structure, imidazolidinedione structure, imidazolidinetrione structure or triazinetrione structure and a solvent. The anti-reflective coating obtained from the composition has a high preventive effect for reflected light, causes no intermixing with photoresists, and can use in lithography process by use of a light having a short wavelength such as ArF excimer laser beam (wavelength 193 nm) or F2 excimer laser beam (wavelength 157 nm), etc.

  本发明提供了一种抗反射涂层成型组合物，该组合物由具有嘧啶三酮结构、咪唑烷二酮结构、咪唑烷三酮结构或三嗪三酮结构的聚合物和溶剂组成。由该组合物制得的防反射涂层对反射光有很好的防止效果，不会与光刻胶混合，并可在光刻工艺中使用 ArF 准分子激光束（波长 193 nm）或 F2 准分子激光束（波长 157 nm）等短波长光。