4-nitro-benzoic acid-(N-phenyl-hydrazide) | 55685-55-7

• 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: 4-nitro-benzoic acid-(N-phenyl-hydrazide)
• 英文别名: 4-Nitro-benzoesaeure-(N-phenyl-hydrazid)；α-(4-Nitro-benzoyl)-phenylhydrazin；N-(4-Nitro-benzoyl)-N-phenyl-hydrazin；Benzoic acid, 4-nitro-, 1-phenylhydrazide；4-nitro-N-phenylbenzohydrazide
• CAS: 55685-55-7
• 化学式: C₁₃H₁₁N₃O₃
• 分子量: 257.249
• InChiKey: OPIHOOGBWKMWMU-UHFFFAOYSA-N

物化性质

• 熔点：
  141-142 °C
• 沸点：
  455.5±47.0 °C(Predicted)
• 密度：
  1.384±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitro-benzoic acid-(N-phenyl-hydrazide) 、 丙酮 在 乙醇 作用下， 生成 4-硝基-苯甲酸-(异亚丙基-苯基-酰肼)
  参考文献：
  名称：

  Lockemann; Kalikowsky, Chemische Berichte, 1949, vol. 82, p. 183,185

  摘要：

  DOI：
• 作为产物：
  描述：

  1-乙酰基-2-苯基肼 在 乙醚 、 硫酸 作用下， 生成 4-nitro-benzoic acid-(N-phenyl-hydrazide)
  参考文献：
  名称：

  v. Auwers; Mauss, Justus Liebigs Annalen der Chemie, 1927, vol. 452, p. 196

  摘要：

  DOI：

文献信息

• Anthelmintic methods employing benzoyl chloride phenylhydrazones
  申请人：The Upjohn Company

  公开号：US03932661A1

  公开（公告）日：1976-01-13

  Certain benzoyl chloride phenylhydrazones have been found to be active against insects and mites, and they have also been found to be effective, broad-spectrum anthelmintics for suppressing parasitic worms in animals, particularly sheep. The benzoyl ring and the phenylhydrazone ring can be substituted with a halogen atom, a nitro group, or an alkyl group of from 1 to 6 carbon atoms, inclusive. A new class of pentahalobenzoyl chloride phenylhydrazones is described, particularly pentafluorobenzoyl chloride phenylhydrazones. The compounds are prepared by reacting a benzoic acid phenylhydrazide with phosphorus pentachloride to obtain a benzoyl chloride (dichlorophosphinyl)phenylhydrazone that is reacted with phenol to produce the desired benzoyl chloride phenylhydrazones. Certain of the compounds can be prepared by direct chlorination of a benzaldehyde phenylhydrazone. Methods of using the new compounds and new anthelmintic formulations are described. The new compound p-toluoyl chloride phenylhydrazone is effective against worms at rates at least as low as 100 mg./kg. of body weight in sheep.

  某些苯甲酰氯苯基肼已被发现对昆虫和螨虫有活性，并且它们也被发现是有效的广谱驱虫剂，用于抑制动物体内的寄生虫，尤其是羊。苯甲酰环和苯基肼环可以被卤素原子、硝基或1至6个碳原子的烷基取代。描述了一类新型的五卤苯甲酰氯苯基肼，特别是五氟苯甲酰氯苯基肼。该化合物通过将苯甲酸苯基肼与五氯化磷反应以获得苯甲酰氯（二氯膦基）苯基肼，然后再与苯酚反应，制备所需的苯甲酰氯苯基肼。其中某些化合物可以通过直接氯化苯甲醛苯基肼来制备。描述了使用新化合物和新驱虫剂配方的方法。新化合物对羊的体重至少为100毫克/千克的速率下，p-甲苯甲酰氯苯基肼对蠕虫有有效作用。
• Method of use, composition, and compounds
  申请人：The Upjohn Company

  公开号：US04017540A1

  公开（公告）日：1977-04-12

  Certain benzoyl chloride phenylhydrazones have been found to be active against insects and mites. The benzoyl ring and the phenylhydrazone ring can be substituted with a halogen atom, a nitro group, or an alkyl group of from 1 to 6 carbon atoms, inclusive. A new class of pentahalobenzoyl chloride phenylhydrazones is described, particularly pentafluorobenzoyl chloride phenylhydrazones. A further new class of alkylbenzoyl chloride phenylhydrazones, particularly p-toluoyl chloride phenylhydrazones are also described. The compounds are prepared by reacting a benzoic acid phenylhydrazide with phosphorus pentachloride to obtain a benzoyl chloride (dichlorophosphinyl)phenylhydrazone that is reacted with phenol to produce the desired benzoyl chloride phenylhydrazones. Certain of the compounds can be prepared by direct chlorination of a benzaldehyde phenylhydrazone. Methods of use and compositions are described.

  某些苯甲酰氯苯肼已被发现对昆虫和螨虫具有活性。苯甲酰环和苯肼环可被卤素原子、硝基或1至6个碳原子的烷基取代。描述了一类新的五卤苯甲酰氯苯肼，特别是五氟苯甲酰氯苯肼。还描述了一类新的烷基苯甲酰氯苯肼，特别是对甲苯甲酰氯苯肼。这些化合物是通过将苯甲酸苯肼与五氯化磷反应以获得苯甲酰氯（二氯膦基）苯肼，然后再与苯酚反应以产生所需的苯甲酰氯苯肼来制备的。其中某些化合物可以通过苯甲醛苯肼的直接氯化制备。描述了使用方法和组合物。
• Kornet, Milton J.; Tita, Terence T.; Thio, Alan P., Synthetic Communications, 1986, vol. 16, # 10, p. 1261 - 1274
  作者：Kornet, Milton J.、Tita, Terence T.、Thio, Alan P.

  DOI：——

  日期：——
• Lockemann, Chemische Berichte, 1910, vol. 43, p. 2226
  作者：Lockemann

  DOI：——

  日期：——
• KORNET M. J.; TITA T. T.; THIO A. P., SYNTH. COMMUN., 16,(1986) N 10, 1261-1274
  作者：KORNET M. J.、 TITA T. T.、 THIO A. P.

  DOI：——

  日期：——