N,N-dibenzyl-3-(4-methoxy-2-nitrophenyl)-5,5-dimethyl-4H-triazol-4-amine | 145326-23-4

• 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: N,N-dibenzyl-3-(4-methoxy-2-nitrophenyl)-5,5-dimethyl-4H-triazol-4-amine
• CAS: 145326-23-4
• 化学式: C₂₅H₂₇N₅O₃
• 分子量: 445.521
• InChiKey: SPAGBMZSPMJVJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N-dibenzyl-3-(4-methoxy-2-nitrophenyl)-5,5-dimethyl-4H-triazol-4-amine 以 甲苯 为溶剂， 以41.5%的产率得到N,N-dibenzyl-N'-(4-methoxy-2-nitrophenyl)-2-methylpropanimidamide
  参考文献：
  名称：

  Triazolines. Part 32. Synthesis of 1-alkyl-2-aminobenzimidazoles from 5-amino-1-(2-nitroaryl)-1,2,3-triazolines

  摘要：

  5-Amino-l-(2-nitroaryl)-1,2,3-triazolines 5 are converted into 1-alkyl-2-aminobenzimidazoles 7 in refluxing triethyl phosphite. The reaction occurs via thermal rearrangement of 5 followed by nitrogen elimination which produces N2-(2-nitroaryl)amidines 8 as intermediates. Reduction of the nitro group to nitrene, addition to the C=N bond and rearrangement of the intermediate 2,2-disubstituted benzimidazoles accounts for the formation of the end products.

  DOI：

  10.1039/p19920002709
• 作为产物：
  描述：

  1-叠氮基-4-甲氧基-2-硝基苯 、 1-(N,N-dibenzylamino)-2-methylprop-1-ene 以 苯 为溶剂， 生成 N,N-dibenzyl-3-(4-methoxy-2-nitrophenyl)-5,5-dimethyl-4H-triazol-4-amine
  参考文献：
  名称：

  Triazolines. Part 32. Synthesis of 1-alkyl-2-aminobenzimidazoles from 5-amino-1-(2-nitroaryl)-1,2,3-triazolines

  摘要：

  5-Amino-l-(2-nitroaryl)-1,2,3-triazolines 5 are converted into 1-alkyl-2-aminobenzimidazoles 7 in refluxing triethyl phosphite. The reaction occurs via thermal rearrangement of 5 followed by nitrogen elimination which produces N2-(2-nitroaryl)amidines 8 as intermediates. Reduction of the nitro group to nitrene, addition to the C=N bond and rearrangement of the intermediate 2,2-disubstituted benzimidazoles accounts for the formation of the end products.

  DOI：

  10.1039/p19920002709

文献信息

• Triazolines. Part 32. Synthesis of 1-alkyl-2-aminobenzimidazoles from 5-amino-1-(2-nitroaryl)-1,2,3-triazolines
  作者：Emanuela Erba、Giorgio Mai、Donato Pocar

  DOI：10.1039/p19920002709

  日期：——

  5-Amino-l-(2-nitroaryl)-1,2,3-triazolines 5 are converted into 1-alkyl-2-aminobenzimidazoles 7 in refluxing triethyl phosphite. The reaction occurs via thermal rearrangement of 5 followed by nitrogen elimination which produces N2-(2-nitroaryl)amidines 8 as intermediates. Reduction of the nitro group to nitrene, addition to the C=N bond and rearrangement of the intermediate 2,2-disubstituted benzimidazoles accounts for the formation of the end products.