benzoyl chloride (2,5-dichlorophenyl)hydrazone | 25939-00-8

• 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: benzoyl chloride (2,5-dichlorophenyl)hydrazone
• 英文别名: Benzoylchlorid-(2,5-dichlorphenyl)-hydrazon；Benzoylchlorid-2,5-dichlorphenylhydrazon；Benzoyl chloride (2,5-dichlorophenyl)hydrazone；N-(2,5-dichlorophenyl)benzenecarbohydrazonoyl chloride
• CAS: 25939-00-8
• 化学式: C₁₃H₉Cl₃N₂
• 分子量: 299.587
• InChiKey: GHOOUVNRINHNGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methyl-6-dimethylaminofulvene 、 benzoyl chloride (2,5-dichlorophenyl)hydrazone 在 silver carbonate 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  富烯和酰氯的新型1，3-偶极环加成反应：环戊[ d ]哒嗪的简便合成

  摘要：

  描述了一种简单方便的途径，可通过富烯类化合物和肼基氯的1，3-偶极环加成反应一锅合成环戊[ d ]哒嗪。在碳酸银的存在下，富烯类化合物与肼酰氯的反应平稳地产生了一系列环戊[ d ]哒嗪。

  DOI：

  10.1016/j.tetlet.2009.09.086
• 作为产物：
  描述：

  benzoic acid (2,5-dichlorophenyl)hydrazide 、 苯酚 在 五氯化磷 作用下， 以 四氯化碳 为溶剂， 生成 benzoyl chloride (2,5-dichlorophenyl)hydrazone
  参考文献：
  名称：

  Method of use, composition, and compounds

  摘要：

  某些苯甲酰氯苯肼已被发现对昆虫和螨类具有活性。苯甲酰环和苯肼酮环可被卤素原子、硝基团或含有1至6个碳原子的烷基取代。描述了一种新类五卤苯甲酰氯苯肼，特别是五氟苯甲酰氯苯肼。还描述了一种新类烷基苯甲酰氯苯肼，特别是对甲酰氯苯肼。这些化合物通过将苯甲酸苯肼与五氯化磷反应制备苯甲酰氯（二氯磷基）苯肼，然后与酚反应制备所需的苯甲酰氯苯肼。其中一些化合物可通过对苯甲醛苯肼直接进行氯化制备。描述了使用方法和组成物。

  公开号：

  US04017540A1

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具有活性，它们还被发现对动物，特别是羊体内的寄生虫蠕虫有抑制作用，是有效的广谱驱虫剂。苯甲酰环和苯基肼环可以被卤素原子、硝基团或含有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基肼，特别是五氟苯甲酰氯苯基肼。通过将苯甲酸苯基肼与五氯化磷反应以获得苯甲酰氯（二氯磷基）苯基肼，然后将其与酚反应以产生所需的苯甲酰氯苯基肼来制备这些化合物。其中的一些化合物可以通过对苯甲醛苯基肼进行直接氯化制备。描述了使用新化合物和新驱虫剂配方的方法。新化合物对羊体重至少为100毫克/千克的剂量具有对抗蠕虫的有效性。
• 1'-Variable-1',1'-dihalo-halobenzeneazomethanes
  申请人：The Upjohn Company

  公开号：US04008217A1

  公开（公告）日：1977-02-15

  1'-Variable-1',1'-dihalo-halobenzeneazomethanes of the structural formula: ##STR1## wherein R is hydrogen; alkyl of from 1 to 7 carbon atoms, inclusive; cycloalkyl of from 3 to 7 carbon atoms, inclusive; haloalkyl of from 1 to 7 carbon atoms, inclusive; halocycloalkyl of from 3 to 7 carbon atoms, inclusive; alkoxyalkyl of from 2 to 8 carbon atoms, inclusive; hydroxyalkyl of from 1 to 7 carbon atoms, inclusive; and phenyl optionally having 1, 2, or 3 substituents, e.g., halogen atoms, lower-alkyl or from 1 to 4 carbon atoms, inclusive, halolower-alkyl of from 1 to 4 carbon atoms, inclusive, and lower-alkoxy of from 1 to 4 carbon atoms, inclusive; the X's are independently bromine, chlorine, or fluorine; m is an integer 0, 1, 2, or 3; and R.sub.1, R.sub.2, and Y are independently halogen, lower-alkyl of from 1 to 4 carbon atoms, inclusive; halolower-alkyl of from 1 to 4 carbon atoms, inclusive; or lower-alkoxy of from 1 to 4 carbon atoms, inclusive; providing however, that at least one R.sub.1 and R.sub.2 is halogen, and that the sum of the carbon atoms in substituents R.sub.1, R.sub.2, and Y may not be more than 15. The compounds are active as herbicides and are formulated in agricultural formulations for use as herbicides.

  结构式为：##STR1##其中R为氢；烷基，碳原子数从1到7个，包括；环烷基，碳原子数从3到7个，包括；卤代烷基，碳原子数从1到7个，包括；卤代环烷基，碳原子数从3到7个，包括；烷氧基烷基，碳原子数从2到8个，包括；羟基烷基，碳原子数从1到7个，包括；以及苯基，可选地具有1、2或3个取代基，例如卤素原子，低碳基或从1到4个碳原子，包括，卤代低碳基，碳原子数从1到4个，包括，以及低碳氧基，碳原子数从1到4个，包括；X分别为溴、氯或氟；m为0、1、2或3的整数；R.sub.1、R.sub.2和Y分别为卤素、低碳基，碳原子数从1到4个，包括；卤代低碳基，碳原子数从1到4个，包括；或低碳氧基，碳原子数从1到4个，包括；但至少有一个R.sub.1和R.sub.2为卤素，并且R.sub.1、R.sub.2和Y的取代基中碳原子的总数不得超过15。这些化合物作为除草剂具有活性，并且被配制在农业制剂中用作除草剂。
• 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类具有活性。苯甲酰环和苯肼酮环可被卤素原子、硝基团或含有1至6个碳原子的烷基取代。描述了一种新类五卤苯甲酰氯苯肼，特别是五氟苯甲酰氯苯肼。还描述了一种新类烷基苯甲酰氯苯肼，特别是对甲酰氯苯肼。这些化合物通过将苯甲酸苯肼与五氯化磷反应制备苯甲酰氯（二氯磷基）苯肼，然后与酚反应制备所需的苯甲酰氯苯肼。其中一些化合物可通过对苯甲醛苯肼直接进行氯化制备。描述了使用方法和组成物。
• Novel 1,3-dipolar cycloadditions of fulvenes and hydrazonyl chlorides: a facile synthesis of the cyclopenta[d]pyridazines
  作者：Kang Jin Lee、Joong-Kwon Choi、Eul Kgun Yum、Sung Yun Cho

  DOI：10.1016/j.tetlet.2009.09.086

  日期：2009.12

  A simple and convenient route for one-pot synthesis of cyclopenta[d]pyridazine through 1,3-dipolar cycloaddition of fulvenes and hydrazonyl chlorides is described. The reaction of fulvenes with hydrazonyl chlorides in the presence of silver carbonate smoothly afforded a series of cyclopenta[d]pyridazines.

  描述了一种简单方便的途径，可通过富烯类化合物和肼基氯的1，3-偶极环加成反应一锅合成环戊[ d ]哒嗪。在碳酸银的存在下，富烯类化合物与肼酰氯的反应平稳地产生了一系列环戊[ d ]哒嗪。