2-[4-Amino-6-(3,3-dimethyl-butylamino)-[1,3,5]triazin-2-ylamino]-5-bromo-N-(3-bromomethyl-phenyl)-N-(4-tert-butyl-benzyl)-benzamide | 174355-83-0

• 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: 2-[4-Amino-6-(3,3-dimethyl-butylamino)-[1,3,5]triazin-2-ylamino]-5-bromo-N-(3-bromomethyl-phenyl)-N-(4-tert-butyl-benzyl)-benzamide
• 英文别名: 2-[[4-amino-6-(3,3-dimethylbutylamino)-1,3,5-triazin-2-yl]amino]-5-bromo-N-[3-(bromomethyl)phenyl]-N-[(4-tert-butylphenyl)methyl]benzamide
• CAS: 174355-83-0
• 化学式: C₃₄H₄₁Br₂N₇O
• 分子量: 723.554
• InChiKey: UUKGXEYZCGJQPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  三聚硫氰酸 、 2-[4-Amino-6-(3,3-dimethyl-butylamino)-[1,3,5]triazin-2-ylamino]-5-bromo-N-(3-bromomethyl-phenyl)-N-(4-tert-butyl-benzyl)-benzamide 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到N,N',N''-[1,3,5-triazine-2,4,6-triyltris(thiomethylene-3,1-phenylene)]tris[2-{4-amino-6-[(3,3-dimethylbutyl)amino]-1,3,5-triazin-2-yl}amino]-5-bromo-N-{[4-(1,1-dimethylethyl)phenyl]methyl}benzamide
  参考文献：
  名称：

  Synthesis and Evaluation of Thioether-Based Tris-Melamines as Components of Self-Assembled Aggregates Based on the CA·M Lattice

  摘要：

  Two new tris-melamine derivatives, triazine-thio-M(3) (5) (C3N3-2,4,6-[SCH2C6H4-3-N(CH2C6H4-4C(CH3)(3))COC6N3-2- NHC3N3(NH2)(NHCH2CH2CH3)(3)-5-Br](3)) and benzene-thio-M(3) (6) (C6H3-1,3,5-[SCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2-NH2)(NHCH2CH2C(CH3)(3))-5-Br](3)), were synthesized by reactions of 2,4,6-trithiocyanuric acid and 1,3,5-trimercaptobenzene with a bromobenzyl melamine derivative 19 (BrCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2NHC(3)N(3)(NH2)(NHCH2CH2C(CH3)(3))-5-Br). These two compounds formed stable and structurally well-defined 1 + 3 supramolecular aggregates with neohexyl isocyanurate (R'CA) (9) as shown by NMR spectroscopy and gel permeation chromatography. H-1 NMR competition experiments indicated that the stability of triazine-thio-M(3) .(R'CA)(3) (1) was similar to that of benzene-thio-M(3) .(R'CA)(3) (2). The order of stabilities of tris-melamine-based 1 + 3 complexes was hubM(3) .(R'CA)(3) (3) > triazine-thio-M(3) .(R'CA)(3) (1) similar to benzene-thio-M(3) .(R'CA)(3) (2) > flexM(3) .(R'CA)(3) (4). Computational simulations were also carried out on triazine-thio-M(3) .(R'CA)(3) and hubM(3) .(R'CA)(3) fully solvated in CHCl3. Values of DP (the deviation from planarity of the cyanuric acid and melamine rosette) obtained from these simulations correlated correctly with the observed stabilities and suggested a structural reason why triazinethio-M(3) .(R'CA)(3) was less stable than hubM(3) .(R'CA)(3).

  DOI：

  10.1021/jo951098g
• 作为产物：
  描述：

  4-叔丁基苄溴 在 吡啶 、 氨 、 水 、 三溴化磷 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 肼 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 98.0h， 生成 2-[4-Amino-6-(3,3-dimethyl-butylamino)-[1,3,5]triazin-2-ylamino]-5-bromo-N-(3-bromomethyl-phenyl)-N-(4-tert-butyl-benzyl)-benzamide
  参考文献：
  名称：

  Synthesis and Evaluation of Thioether-Based Tris-Melamines as Components of Self-Assembled Aggregates Based on the CA·M Lattice

  摘要：

  Two new tris-melamine derivatives, triazine-thio-M(3) (5) (C3N3-2,4,6-[SCH2C6H4-3-N(CH2C6H4-4C(CH3)(3))COC6N3-2- NHC3N3(NH2)(NHCH2CH2CH3)(3)-5-Br](3)) and benzene-thio-M(3) (6) (C6H3-1,3,5-[SCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2-NH2)(NHCH2CH2C(CH3)(3))-5-Br](3)), were synthesized by reactions of 2,4,6-trithiocyanuric acid and 1,3,5-trimercaptobenzene with a bromobenzyl melamine derivative 19 (BrCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2NHC(3)N(3)(NH2)(NHCH2CH2C(CH3)(3))-5-Br). These two compounds formed stable and structurally well-defined 1 + 3 supramolecular aggregates with neohexyl isocyanurate (R'CA) (9) as shown by NMR spectroscopy and gel permeation chromatography. H-1 NMR competition experiments indicated that the stability of triazine-thio-M(3) .(R'CA)(3) (1) was similar to that of benzene-thio-M(3) .(R'CA)(3) (2). The order of stabilities of tris-melamine-based 1 + 3 complexes was hubM(3) .(R'CA)(3) (3) > triazine-thio-M(3) .(R'CA)(3) (1) similar to benzene-thio-M(3) .(R'CA)(3) (2) > flexM(3) .(R'CA)(3) (4). Computational simulations were also carried out on triazine-thio-M(3) .(R'CA)(3) and hubM(3) .(R'CA)(3) fully solvated in CHCl3. Values of DP (the deviation from planarity of the cyanuric acid and melamine rosette) obtained from these simulations correlated correctly with the observed stabilities and suggested a structural reason why triazinethio-M(3) .(R'CA)(3) was less stable than hubM(3) .(R'CA)(3).

  DOI：

  10.1021/jo951098g

文献信息

• Synthesis and Evaluation of Thioether-Based Tris-Melamines as Components of Self-Assembled Aggregates Based on the CA·M Lattice
  作者：Xinhua Li、Donovan N. Chin、George M. Whitesides

  DOI：10.1021/jo951098g

  日期：1996.1.1

  Two new tris-melamine derivatives, triazine-thio-M(3) (5) (C3N3-2,4,6-[SCH2C6H4-3-N(CH2C6H4-4C(CH3)(3))COC6N3-2- NHC3N3(NH2)(NHCH2CH2CH3)(3)-5-Br](3)) and benzene-thio-M(3) (6) (C6H3-1,3,5-[SCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2-NH2)(NHCH2CH2C(CH3)(3))-5-Br](3)), were synthesized by reactions of 2,4,6-trithiocyanuric acid and 1,3,5-trimercaptobenzene with a bromobenzyl melamine derivative 19 (BrCH2C6H4-3-N(CH2C6H4-4-C(CH3)(3))COC6H3-2NHC(3)N(3)(NH2)(NHCH2CH2C(CH3)(3))-5-Br). These two compounds formed stable and structurally well-defined 1 + 3 supramolecular aggregates with neohexyl isocyanurate (R'CA) (9) as shown by NMR spectroscopy and gel permeation chromatography. H-1 NMR competition experiments indicated that the stability of triazine-thio-M(3) .(R'CA)(3) (1) was similar to that of benzene-thio-M(3) .(R'CA)(3) (2). The order of stabilities of tris-melamine-based 1 + 3 complexes was hubM(3) .(R'CA)(3) (3) > triazine-thio-M(3) .(R'CA)(3) (1) similar to benzene-thio-M(3) .(R'CA)(3) (2) > flexM(3) .(R'CA)(3) (4). Computational simulations were also carried out on triazine-thio-M(3) .(R'CA)(3) and hubM(3) .(R'CA)(3) fully solvated in CHCl3. Values of DP (the deviation from planarity of the cyanuric acid and melamine rosette) obtained from these simulations correlated correctly with the observed stabilities and suggested a structural reason why triazinethio-M(3) .(R'CA)(3) was less stable than hubM(3) .(R'CA)(3).