N-Benzyliden-N'-butyryl-hydrazin | 17531-54-3

• 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: N-Benzyliden-N'-butyryl-hydrazin
• 英文别名: butyric acid benzylidenehydrazide；Benzaldehyd-butyrylhydrazon；Benzal-butyryl-hydrazin；Buttersaeure-benzylidenhydrazid；N-(benzylideneamino)butanamide
• CAS: 17531-54-3
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: ZHUMVXDUGGICFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Benzyliden-N'-butyryl-hydrazin 在 lithium aluminium tetrahydride 作用下， 生成 N,N'-dibenzoyl-N-benzyl-N'-butyl-hydrazine
  参考文献：
  名称：

  The Synthesis of Alkylhydrazines. II. The Reduction of 1-Acyl-2-alkylidenehydrazines with Lithium Aluminum Hydride

  摘要：

  DOI：

  10.1021/ja01559a048
• 作为产物：
  描述：

  苯甲醛 、 丁酸 在 一水合肼 作用下， 反应 6.5h， 以94%的产率得到N-Benzyliden-N'-butyryl-hydrazin
  参考文献：
  名称：

  Synthesis ofN-Acyl Triazolyl-Pyrazolines via Acylation Initiated by the Hydrazone Moiety with Carboxylic Acids

  摘要：

  An efficient synthesis of N-acyl/N-substituted acyl pyrazolines and their triazole hybrids have been accomplished via acylation of pyrazolines and pyrazoline-triazole hybrids with carboxylic acids and/or substituted carboxylic acids in the absence of activating agents/catalysts. In the present study, a mechanism envisaging the in situ generation of a new transient acylating intermediate has been proposed to explain the acylation.

  DOI：

  10.1080/00397911.2015.1104357

文献信息

• Bouveault; Bongert, Bulletin de la Societe Chimique de France, 1902, vol. <3> 27, p. 1044,1049
  作者：Bouveault、Bongert

  DOI：——

  日期：——
• Electrooxidative cyclization of N-acylhydrazones of aldehydes and ketones to .DELTA.3-1,3,4-oxadiazolines and 1,3,4-oxadiazoles
  作者：Toshiro Chiba、Mitsuhiro Okimoto

  DOI：10.1021/jo00031a014

  日期：1992.2

  The electrolytic oxidation of ketone N-acylhydrazones (1) in methanolic sodium acetate induced their intramolecular cyclization to the corresponding 2-methoxy-DELTA(3)-1,3,4-oxadiazolines 3. The thermal stability of a given oxadiazoline and what products were formed by its thermal decomposition was found to depend on the natures of the substituents at C-2. Thus, 2-methoxy-2-phenyloxadiazolines preferentially yielded oxiranes 5, whereas 2-alkyl-2-methoxyoxadiazolines preferentially gave enol ethers 6. 2,2-Dimethoxyoxadiazolines decomposed to the parent ketones and many unidentified products. The electrolytic oxidation of aldehyde N-acylhydrazones 2 gave 2,5-disubstituted 1,3,4-oxadiazoles 4. The oxidative cyclization of the N-benzoylhydrazones of aliphatic aldehydes gave especially high yields of the corresponding heterocycles.
• Stolle; Zinsser, Journal fur praktische Chemie (Leipzig 1954), 1904, vol. <2> 69, p. 491
  作者：Stolle、Zinsser

  DOI：——

  日期：——
• Synthesis of<i>N</i>-Acyl Triazolyl-Pyrazolines via Acylation Initiated by the Hydrazone Moiety with Carboxylic Acids
  作者：Archana Sivasubramaniyan、Dinesh Murugan、Ranganathan Raja、Sathishkumar Murugan、Shanmugavelan Poovan、Ponnuswamy Alagusundaram

  DOI：10.1080/00397911.2015.1104357

  日期：2015.12.2

  An efficient synthesis of N-acyl/N-substituted acyl pyrazolines and their triazole hybrids have been accomplished via acylation of pyrazolines and pyrazoline-triazole hybrids with carboxylic acids and/or substituted carboxylic acids in the absence of activating agents/catalysts. In the present study, a mechanism envisaging the in situ generation of a new transient acylating intermediate has been proposed to explain the acylation.
• The Synthesis of Alkylhydrazines. II. The Reduction of 1-Acyl-2-alkylidenehydrazines with Lithium Aluminum Hydride
  作者：Richard L. Hinman

  DOI：10.1021/ja01559a048

  日期：1957.1