2-氯-2-(2-苯基肼基)-N-苯乙酰胺 | 33101-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氯-2-(2-苯基肼基)-N-苯乙酰胺
• 中文别名: N-苯基-2-氯-2-(2-苯基肼基)乙酰胺
• 英文名称: 2-anilino-2-oxo-N-phenylethanehydrazonoyl chloride
• 英文别名: 2-oxo-N-phenyl-2-(phenylamino)acetohydrazonoyl chloride
• CAS: 33101-93-8
• 化学式: C₁₄H₁₂ClN₃O
• 分子量: 273.722
• InChiKey: PUKSXDOBWDDAGI-UHFFFAOYSA-N

物化性质

• 熔点：
  159 °C
• 密度：
  1.23

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2-氯-2-(2-苯基肼基)-N-苯乙酰胺 在 乙醇 、 sodium 、 一水合肼 作用下， 反应 7.0h， 生成 3,4-diamino-2-phenyl-6H-pyrazolo[3,4-d]pyridazin-7-one
  参考文献：
  名称：

  由酰肼基卤化物合成的新杂环。融合的嘧啶，哒嗪和喹唑啉的便捷合成†

  摘要：

  氨基氰基吡唑衍生物和吡唑并[2，3- a ]喹唑酮类从酰肼基卤化物和丙二腈中以良好的产率获得。通过水合肼与2和16的反应分别定量合成吡唑并[3,4- d ]哒嗪和哒唑并[4'，5'：1,2，]吡唑并[1,5- a ]喹唑啉衍生物。制备了一种新型的环体系，即7-氧代-6 H，8 H-吡啶唑[ 3'，4'，5'- c'd' ]-吡唑并[3,4- d ]嘧啶的3-取代四氢衍生物。通过6与碳酸二甲酯的反应。吡唑啉[3,4- d通过2与二硫化碳反应以高收率获得]嘧啶-4，6-二硫酮。根据产品的元素分析，光谱数据和可能的合成方法，对产品的结构进行分配和确认。方案1总结了本工作中讨论的母体稠合杂环系统的结构。

  DOI：

  10.1002/jhet.5570210425
• 作为产物：
  描述：

  N-乙酰乙酰苯胺 在 磺酰氯 、 乙醚 、 乙醇 、 sodium acetate 作用下， 生成 2-氯-2-(2-苯基肼基)-N-苯乙酰胺
  参考文献：
  名称：

  Buelow; King, Justus Liebigs Annalen der Chemie, 1924, vol. 439, p. 212

  摘要：

  DOI：

文献信息

• REACTIONS WITH HYDRAZONOYL HALIDES XXIV^[1]: SYNTHESIS OF SOME NEW UNSYMMETRICAL AZINES AND DIHYDRO-1,3,4-THIADIAZOLES
  作者：Abdou O. Abdelhamid、Gaber S. Mohamed

  DOI：10.1080/10426509908031623

  日期：1999.9.1

  Abstract Unsymmetrical azines were synthesized from reaction of C-coumarinoyl-N-arylformohydrazonoyl bromide with different alkyl carbodithioates. In addition, reactions of hydrazonoyl halides with thioanilide and methyl dithioates were studied. The structures of newly synthesized compounds were confirmed by elemental analyses, spectroscopic tools, and alternative syntheses whenever possible.

  摘要 C-香豆素酰-N-芳基甲腙酰溴与不同的碳二硫代烷基酯反应合成了不对称吖嗪。此外，还研究了腙酰卤与硫代苯胺和二硫代甲酯的反应。新合成化合物的结构通过元素分析、光谱工具和替代合成尽可能得到确认。
• REACTIONS WITH HYDRAZONOYL HALIDES XIX¹: SYNTHESIS OF SOME PYRAZOLE AND 5-ARYLAZOTHIAZOLE DERIVATIVES
  作者：Hussein F. Zohdi、Nora M. Rateb、Abdou O. Abdelhamid

  DOI：10.1080/10426509808032458

  日期：1998.1

  Abstract Hydrazonoyl chlorides 1 reacted with 2-aryl-1-cyano-1-thiazol-2-ylethenes 2 in presence of triethyl-amine to give the cycloadducts 4. which were converted to the corresponding pyrazoles 5 by the action of sodium methoxide. The reaction of hydrazonoyl halides 1 and 6 with each of 2-aryli-dene-2-cyanoethanethioamides 7 and 2-arylhydrazono-2-cyanoethanethioamides 14 in ethanolic tri-ethylamine

  摘要 在三乙胺的存在下，腙酰氯 1 与 2-芳基-1-氰基-1-噻唑-2-亚乙基 2 反应生成环加合物 4，在甲醇钠的作用下将其转化为相应的吡唑 5。已经研究了腙酰卤 1 和 6 与 2-芳基-dene-2-氰基乙硫酰胺 7 和 2-芳基腙-2-氰基乙硫酰胺 14 在乙醇三乙胺或氢氧化钠乙醇溶液中的反应。所有产品的结构都是基于它们的光谱数据和替代合成建立的。
• Terephthalaldehyde: An Effecient Key Precursor for Novel Synthesis of Some Interesting Bis-thiazoles and Bis-triazolopyrimidinones
  作者：Sobhi M. Gomha、Thoraya A. Farghaly、Eman M. H. Abbas、Nadia T. Alqurashi

  DOI：10.1002/jhet.3100

  日期：2018.3

  Novel bis‐thiazoles were synthesized in high and efficient yields from the reaction of thiosemicarbazones with halogenated compounds. Also, new bis‐triazolopyrimidines were prepared from the reaction of hydrazonoyl chlorides with bis‐thione derivative. All prepared compounds were fully characterized by spectral methods. The synthesized bis‐compounds will be attractive species for the medicinal researchers

  新型双噻唑是通过硫代半氨基甲酮与卤代化合物的反应以高效率高效合成的。同样，新的双-三唑并嘧啶是由酰氯与双-硫酮衍生物反应制得的。所有制备的化合物都通过光谱方法进行了充分表征。合成的双化合物将成为医学研究人员研究其生物活性的诱人物种。
• Convenient method for synthesis of various fused heterocycles via utility of 4-acetyl-5-methyl-1-phenyl-pyrazole as precursor
  作者：Sobhi MOHAMED GOMHA、Ahmad SAMI SHAWALI、Abdou OSMAN ABDELHAMID

  DOI：10.3906/kim-1311-12

  日期：——

  A new, less expensive, solvent-free procedure was developed for the synthesis of some new derivatives of various fused heterocyclic ring systems, namely azolopyridazine, azolotriazine, azinotriazine, thienopyridine, and pyrazolopyridine. The structures of the products prepared were established by their spectral data and elemental analyses. Eight compounds were evaluated for their in vitro antimicrobial activity. Some of the tested compounds exhibited moderate to significant antibacterial and antifungal activities.

  开发了一种新的、更经济的无溶剂方法，用于合成各种融合杂环系统的若干新型衍生物，包括吖啶并嘧嗪、吖啶并三嗪、氰基三嗪、噻吩并吡啶和吡唑并吡啶。通过其光谱数据和元素分析确定了制备产物的结构。对八种化合物进行了体外抗菌活性评估，其中一些测试化合物显示出中等到显著的抗细菌和抗真菌活性。
• Synthesis and SAR Study of the Novel Thiadiazole–Imidazole Derivatives as a New Anticancer Agents
  作者：Sobhi Mohamed Gomha、Hassan Mohamed Abdel-aziz、Khaled Dessouky Khalil

  DOI：10.1248/cpb.c16-00344

  日期：——

  In the present study, a novel series of 2-(2-(3-aryl-5-substituted-1,3,4-thiadiazol-2(3H)-ylidene)hydrazinyl)-4,4-diphenyl-1H-imidazol-5(4H)-one derivatives were designed and prepared via the reaction of the most versatile, hitherto unreported 2-(5-oxo-4,4-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-N-phenylhydrazinecarbothioamide with the appropriate hydrazonoyl halides. In addition, some thiazole derivatives were prepared. The structures of the newly synthesized compounds were established based on spectroscopic evidences and their alternative syntheses. Some of the newly synthesized compounds have been evaluated for their anticancer activity against a liver carcinoma cell line HEPG2-1. Moreover, their structure–activity relationship (SAR) was explored for further development in this area. The results indicated that many of the tested compounds showed moderate to high anticancer activity with respective to doxorubicin as a reference drug. Consequently, the new synthesized series of thiadiazole–imidazole derivatives are considered as powerful anticancer agents.

  本研究中，设计并合成了一系列新型2-(2-(3-芳基-5-取代-1,3,4-噻二唑-2(3H)-亚基)酰肼基)-4,4-二苯基-1H-咪唑-5(4H)-酮衍生物，其合成方法是通过将迄今未报道的最通用的2-(5-氧-4,4-二苯基-4,5-二氢-1H-咪唑-2-基)-N-苯基酰肼硫脲与适当的酰肼基卤化物反应。此外，还合成了一些噻唑衍生物。新合成化合物的结构基于光谱证据及其替代合成方法进行确定。其中一些新合成化合物已针对肝癌HEPG2-1细胞系评估了其抗癌活性。此外，探讨了它们的构效关系(SAR)，为进一步开发该领域提供依据。结果表明，许多测试化合物显示出中等到高水平的抗癌活性，相对于参考药物阿霉素。因此，新合成的一系列噻二唑-咪唑衍生物被认为是强效的抗癌剂。