succinimidic acid amide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: succinimidic acid amide
• 英文别名: Succindiamidin；Butanebis(imidamide)；butanediimidamide
• 化学式: C₄H₁₀N₄
• mdl: MFCD05663119
• 分子量: 114.15
• InChiKey: ZEXBMKRKNORGLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.7
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  succinimidic acid amide 、 N,N'-bis[3-(trifluoromethyl)phenyl]oxalodiimidoyl dichloride 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以66%的产率得到2-[2-[4,5-bis[3-(trifluoromethyl)anilino]imidazol-2-ylidene]ethylidene]-4-N,5-N-bis[3-(trifluoromethyl)phenyl]imidazole-4,5-diamine
  参考文献：
  名称：

  Stabile Tetraazafulvalene - Synthesen und Folgechemie

  摘要：

  The syntheses, properties and reactions are described for 1,3,6,7-tetrakis[arylamino]-1,4,5,8-tetraazafulvalenes and their vinylogous derivatives. First, the acylation of form-as well as acetamidine with bis-imidoylchlorides derived from oxalic acid 6 formed reactive cyclic intermediates which dimerized to tetraazafulvalenes 12 or bisvinylogous tetraazafulvalenes 14. Based on, a further synthesis was found using a cycloacylation reaction of amidines with imidoylchlorides 6 followed by prototropic migration of alpha-hydrogen. Thus, the vinylogous compound 15 and the phenylogous derivatives 16, 17 could be isolated in moderate up to good yields. Besides amidines, other derivatives of carboxylic acids as amides or thioamides could be transformed into corresponding tetraazafulvalenes 18-20. Due to their vicinal amino groups, alkylation and acylation reactions were studied. For example, the reaction with orthoformates yielded the ring fused products 24a,b which may be starting material for carbenes just as the cyclization product with thiophosgene 27. Treatment of tetraazafulvalenes with anhydrous iron-II salts or molybdenum hexacarbonyl yielded the deeply colored metal diazadiene complexes 33 and 34. Finally, reduction using metallic lithium and subsequent alkylation constitutes a convenient synthetic entry to heterocyclic analogues of stilbene 37.

  DOI：

  10.1002/prac.19983400406