1,3,5-triphenethylhexahydro-1,3,5-triazine | 117568-53-3

• 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-triphenethylhexahydro-1,3,5-triazine
• 英文别名: 1,3,5-triphenylethyl-1,3,5-triazacyclohexane；1,3,5-triphenethyl-[1,3,5]triazinane；1,3,5-Triphenaethyl-hexahydro-[1,3,5]triazin；1,3,5-tris(2-phenylethyl)-1,3,5-triazinane
• CAS: 117568-53-3
• 化学式: C₂₇H₃₃N₃
• 分子量: 399.579
• InChiKey: FYHFUTXLDXBKTC-UHFFFAOYSA-N

物化性质

• 沸点：
  518.3±50.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-triphenethylhexahydro-1,3,5-triazine 在 2,2,4,4-tetramethyl-3-thioxocyclobutanone 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 3.0h， 生成 1-Phenethyl-4,5-diphenyl-1,3-dihydro-imidazole-2-thione
  参考文献：
  名称：

  First Examples of Reactions of AzoleN-Oxides with Thioketones: A Novel Type of Sulfur-Transfer Reaction

  摘要：

  The reactions of 1,4,5-trisubstituted imidazole 3-oxides 1a-k with cyclobutanethiones 5a,b in CHCl3 at room temperature give imidazole-2(3H)-thiones 9a-k in high yield. The second product formed in this reaction is 2,2,4,4-tetramethylcyclobutane-1,3-dione (6a; Scheme 2). Similar reactions occur with 1 and adamantanethione (5c) as thiocarbonyl compound, as well as with 1,2,4-triazole-4-oxide derivative 10 and 5a (Scheme 3). A reaction mechanism by a two-step formation of the formal cycloadduct of type 7 via zwitterion 16 is proposed in Scheme 5. Spontaneous decomposition of 7 yields the products of this novel sulfur-transfer reaction. The starting imidazole 3-oxides are conveniently prepared by heating a mixture of 1,3,5-trisubstituted hexahydro-1,3,5-triazines 3 and alpha-(hydroxyimino) ketones 2 in EtOH (cf: Scheme 1). As demonstrated in the case of 9d, a 'one-pot' procedure allows the preparation of 9 without isolation of the imidazole 3-oxides 1. The reaction of Ic with thioketene 12 leads to a mixture of four products (Scheme 4). The minor products, 9c and the ketene 15, result from an analogous sulfur-transfer reaction (Path a in Scheme 5), whereas the parent imidazole 14 and thiiranone 13 are the products of an oxygen-transfer reaction (Path b in Scheme 5).

  DOI：

  10.1002/(sici)1522-2675(19980909)81:9<1585::aid-hlca1585>3.0.co;2-n
• 作为产物：
  描述：

  N,N-bis(ethoxymethyl)-β-phenylethylamine 在 sodium hydroxide 、 trichloromethyl silane 作用下， 生成 1,3,5-triphenethylhexahydro-1,3,5-triazine
  参考文献：
  名称：

  由涉及两个亚胺盐中间体的双（氨基）醚合成2-芳基甲基四氢异喹啉

  摘要：

  衍生自3,4-二甲氧基-b-苯基乙胺，甲醇和甲醛的双（氨基）醚与三氯甲基硅烷反应，得到N-氯甲基-6,7-二甲氧基-1,2,3,4-四氢异喹啉的平衡混合物及其相关的亚胺氯化物。与富电子芳族化合物的相互作用可提供高产率的N-芳基甲基衍生物，包括Sendaverine甲基醚。双（氨基）醚在芳族底物存在下的反应允许在一锅反应中形成N-芳基甲基-6,7-二甲氧基-1,2,3,4-四氢异喹啉衍生物。

  DOI：

  10.1016/0040-4020(95)00639-p

文献信息

• Role of hydroxyl groups on the aromatic ring in the reactivity and selectivity of the reaction of β-phenylethylamines with non-enolizable aldehydes
  作者：Rodolfo Quevedo、Christian Díaz-Oviedo、Yovanny Quevedo-Acosta

  DOI：10.1007/s11164-015-1987-4

  日期：2015.12

  The influence of hydroxyl groups on the β-phenylethylamine aromatic ring was studied during its reaction with non-enolizable aldehydes. Computational calculations established that the degree of hydroxylation generates differences in the activation patterns of the ring (different reaction pathways) and in the nucleophilicity of the nitrogen atoms (different reaction yields). Cyclic aminals, benzoxazinephanes

  研究了羟基对β-苯乙胺芳环与不可烯化醛反应的影响。计算计算表明，羟基化程度会在环的活化方式（不同的反应途径）和氮原子的亲核性（不同的反应产率）之间产生差异。在与甲醛反应中获得了环状缩醛，苯并恶嗪酮或四氢异喹啉，在与其他不可烯化的醛反应中产生了席夫氏碱或四氢异喹啉。所获得的产物取决于起始苯乙胺的环的羟基化程度。
• Reaction of 1,3,5‐Triazacyclohexanes with TiCl ₄ : Formation of Cationic Complexes
  作者：Randolf D. Köhn、Philip Kampe、Gabriele Kociok‐Köhn

  DOI：10.1002/ejic.200500122

  日期：2005.8

  p-fluorobenzyl or Ph(CH2)n (n = 1, 2, 3)] react with excess TiCl4 to give the corresponding cationic κ3 complexes [(R3TAC)TiCl3][Ti2Cl9]. Attempts to prepare complexes with titanium-free anions at lower Ti:R3TAC ratio or with added Me3SiOTf lead to the same cations with [Ti2Cl10]2– and [Ti2Cl8(OTf)]– anions. Five complexes as well as (p-fluorobenzyl)3TAC have been characterised by X-ray crystallography. The

  N-取代的 1,3,5-三氮杂环己烷 [R3TAC; R = 环己基、对氟苄基或 Ph(CH2)n (n = 1, 2, 3)] 与过量的 TiCl4 反应生成相应的阳离子 κ3 配合物 [(R3TAC)TiCl3][Ti2Cl9]。尝试以较低的 Ti:R3TAC 比率或添加 Me3SiOTf 与不含钛的阴离子制备配合物会导致与 [Ti2Cl10]2- 和 [Ti2Cl8(OTf)]- 阴离子相同的阳离子。五种配合物以及 (p-fluorobenzyl)3TAC 已通过 X 射线晶体学表征。环 C-H 键参与晶体中的氢键相互作用，并在溶液中检测到强烈的溶剂和阴离子依赖性 1H NMR 信号。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• 194. The action of benzoyl chloride and of hydrogen sulphide on cyclic methyleneamines
  作者：John Graymore

  DOI：10.1039/jr9350000865

  日期：——
• Coordination chemistry of the activation of [(triazacyclohexane)CrCl3] with [PhNMe2H][B(C6F5)4] and AlR3
  作者：Randolf D Köhn、David Smith、Mary F Mahon、Martina Prinz、Shahram Mihan、Gabriele Kociok-Köhn

  DOI：10.1016/s0022-328x(03)00634-x

  日期：2003.10

  Complexes of N-substituted 1,3,5-triazacyclohexanes with CrCl3 form 1:1 adducts with [PhNMe2H][B(C6F5)(4)] with increased solubility in toluene. Addition of (AlBu3)-Bu-i leads to free PhNMe2 and a complex with [B(C6F5)(4)](-) weakly coordinated to chromium via a meta-fluorine atom. This complex can polymerise and/or trimerise olefins similar to methyl aluminoxane activated complexes. Decomposition of the active complex involves transfer of the triazacyclohexane to aluminium leading to [(triazacyclohexane) (AlBu2)-Bu-i][B(C6F5)(4)] and [(arene)(2)Cr][B(C6F5)(4)]. These chromium(I) complexes have been characterised by X-ray crystallography and prove that chromium is reduced to the oxidation state +I during the catalysis. (C) 2003 Elsevier B.V. All rights reserved.
• OLIGOMERISIERUNGSKATALYSATOR
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1171445B1

  公开（公告）日：2004-01-21