4,5-diphenyl-1-phenylamino-1H-imidazole | 130720-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-diphenyl-1-phenylamino-1H-imidazole
• 英文别名: N,4,5-triphenylimidazol-1-amine
• CAS: 130720-56-8
• 化学式: C₂₁H₁₇N₃
• 分子量: 311.386
• InChiKey: WJRRQCHFKGXQJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4,5-triphenyl-2H-[1,2,3]triazole 在 丁炔二酸二甲酯 、 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 4,5-diphenyl-1-phenylamino-1H-imidazole
  参考文献：
  名称：

  Generation and trapping of a 1,2,3-triazolium 1-unsubstituted methanide. A carbon analogue of the azole N-oxide: routes to pyrrolo[1,2-c][1,2,3]triazoles and substituted 1-aminopyrroles

  摘要：

  Trapping of the first azole N-unsubstituted methanide species, a carbon analogue of the ubiquitous azole N-oxide system is described; new synthetic routes to pyrrolo[1,2-c][1,2,3]triazoles and 1-aminopyrroles have resulted.

  DOI：

  10.1039/p19940001653

文献信息

• Ring expansions of N-methyl-1,2,5-oxadiazolium and 1,2,3-triazolium perchlorate salts with bases to six-membered azines: direct detection of an addition intermediate in an addition–elimination mechanism and a degradation of 1,2,5-oxadiazolium salts to α-cyano nitrones
  作者：Richard N. Butler、Elaine C. McKenna、John M. McMahon、Karen M. Daly、Desmond Cunningham、Patrick McArdle

  DOI：10.1039/a701233k

  日期：——

  α-cyano nitrones via a ring degradation which competes with ring expansion. The reactions with KOBut and LiNPri2 do not involve an addition of the base to the azolium salt. Reactions have been monitored by 13C NMR spectroscopy by using 13CN–. An X-ray crystal structure is reported for (E)-N-(α-cyanobenzylidene)methylamine N-oxide.

  2-甲基-1,2,5-恶二唑高氯酸盐和1-甲基-2-芳基-1,2,3-三重氮高氯酸盐与碱KCN，NaOEt，KOBu t和LiNPr i 2的反应使环扩展为取代的1,2,5-恶二嗪和1,2,4-三嗪 以氰化物为基础，反应遵循加成消除途径，在两种情况下，加成中间体已被分离或通过低温NMR光谱法直接检测到。含有氰化物的恶二唑鎓体系还通过与环扩环竞争的环降解，为α-氰基硝酮提供了一条有用的新途径。与KOBu t和LiNPr i 2的反应不需要将碱加到偶氮盐中。通过使用13 CN –进行13 C NMR光谱监测反应。报告了（E）-N-（α-氰基亚苄基）甲胺N-氧化物的X射线晶体结构。
• Attempted generation of substituted 1,2,3-triazolium-1-methanides: a new ring expansion to 2,3-dihydro-1,2,4-triazines: ab initio calculations on 1,2,3-triazolium-1-oxide, -1-imide, and -1-methanide 1,3-dipoles and a striking illustration of the Hammond principle in the cyclisation of hetero-1,3,5-trienes
  作者：Richard N. Butler、J. Paul Duffy、D. Cunningham、P. McArdle、Luke A. Burke

  DOI：10.1039/c39900000882

  日期：——

  Treatment of 1-methyl-1,2,3-triazolium salts with ethoxide gave 2,3-dihydro-1,2,4-triazines via 1,2,5-triazahexa-1,3,5-trienes but the expected 1,2,3-triazolium-1-methanide 1,3-dipoles were not detected and ab initio calculations suggest that they are thermodynamically unfavoured; the X-ray crystal structure of (6a), a dihydro-1,2,4-triazine, is reported.

  用乙醇处理1-甲基-1,2,3-三唑鎓盐可通过1,2,5-三氮杂六-1,3,5-三烯得到2,3-二氢-1,2,4-三嗪，但预期的1未检测到1,2,3-三唑-1-甲酰1,3-偶极子，并且从头算计算表明它们在热力学上不利。报道了（6a）的二氢-1，2，4-三嗪的X射线晶体结构。
• Butler, Richard N.; Duffy, J. Paul; Cunningham, Desmond, Journal of the Chemical Society. Perkin transactions I, 1992, # 1, p. 147 - 152
  作者：Butler, Richard N.、Duffy, J. Paul、Cunningham, Desmond、McArdle, Patrick、Burke, Luke A.

  DOI：——

  日期：——
• Butler, Richard N.; McDonald, Peter D.; McArdle, Patrick, Journal of the Chemical Society. Perkin transactions I, 1996, # 13, p. 1617 - 1621
  作者：Butler, Richard N.、McDonald, Peter D.、McArdle, Patrick、Cunningham, Desmond

  DOI：——

  日期：——
• 1-Arylamino-1H-imidazoles by "Oxidative Reduction" --- Conversion of 1-Arylamino-2,3-dihydro-1H-imidazole-2-thiones
  作者：Joachim G. Schantl、Irene M. Lagoja

  DOI：10.3987/com-98-8116

  日期：——