1-chloro-1-(4-chlorophenylhydrazono)-2-(2-thienyl)-2-ethanone | 852992-11-1

• 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: 1-chloro-1-(4-chlorophenylhydrazono)-2-(2-thienyl)-2-ethanone
• 英文别名: N-(4-chlorophenyl)-2-oxo-2-thiophen-2-ylethanehydrazonoyl chloride
• CAS: 852992-11-1
• 化学式: C₁₂H₈Cl₂N₂OS
• 分子量: 299.18
• InChiKey: UTNNDXSCVVEVQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  18
• 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：
  69.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-chloro-1-(4-chlorophenylhydrazono)-2-(2-thienyl)-2-ethanone 、 N-(4-methylcyclohexylidene)hydroxylamine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到1-(4-chlorophenyl)-8-methyl-3-(2-thienoyl)-1,2,4-triazaspiro[4.5]dec-2-ene
  参考文献：
  名称：

  Derivatives of indole. 143.* synthesis of photochromic derivatives of 2-arylindoles

  摘要：

  DOI：

  10.1007/s10593-005-0052-4
• 作为产物：
  描述：

  2-氯-1-(2-噻吩基)-1,3-丁烷二酮 、 对氯苯胺 生成 1-chloro-1-(4-chlorophenylhydrazono)-2-(2-thienyl)-2-ethanone
  参考文献：
  名称：

  EP1935874

  摘要：

  公开号：

文献信息

• Reactions of Hydrazonoyl Halides 41: Synthesis of 1,2,4-Triazoles, 2,3-Dihydro-1,3,4-thiadiazoles, and Triazolo[4, 3-<i>a</i>]pyrimidines
  作者：Abdou O. Abdelhamid、Ahmed H. Elghandour、Ahmed M. Hussein、Yasser H. Zaki

  DOI：10.1080/104265090917448

  日期：2005.9.1

  Triazoles, thiadiazoles, and triazolo[4, 3-a]pyrimidines were synthesized via reaction of hydrazonoyl halides with each of 3-methyl-4-(methylthiothioxomethyl)-2-pyrazolin-5-one, 3-methyl-4-[methylthio(phenylamino)methyl]-2-pyrazolin-5-one, and pyrimidine-2-thiones. Structures of the newly synthesized compounds were elucidated on the basis of elemental analysis, spectral data, and alternative-methods

  三唑、噻二唑和三唑并 [4, 3-a] 嘧啶是通过腙酰卤化物与 3-甲基-4-（甲硫基硫代甲基）-2-吡唑啉-5-酮、3-甲基-4-[甲硫基(苯基氨基)甲基]-2-吡唑啉-5-酮和嘧啶-2-硫酮。新合成化合物的结构是在元素分析、光谱数据和替代方法合成的基础上尽可能阐明的。
• HETEROCYCLIC SYNTHESIS USING NITRILIMINES: PART 7. SYNTHESIS OF SOME NEW SUBSTITUTED 1,2,4,8-TETRAAZASPIRO[4.5]DEC-2-ENES
  作者：Hany M. Dalloul、Peter H. Boyle

  DOI：10.1515/hc.2007.13.2-3.155

  日期：2007.1

  oximes 3. The structures of the synthesized compounds were confirmed by their elemental analysis and spectral data. Introduction Nitrilimines are well-explored dipoles and their reactions for the construction of heterocyclic systems are to proceed via 1,3-dipolar cycloaddition (1-6). Recently, we have described a versatile and efficient one-pot synthesis of substituted 1,2,4-triazoles utilizing available

  由相应的腙酰卤 i 与取代的杂环肟 3 反应合成了一系列新的 l,2,4,8-四氮杂螺[4.5]dec-2-烯 4a-r。元素分析和光谱数据。引言 腈亚胺是经过充分探索的偶极子，它们用于构建杂环系统的反应是通过 1,3-偶极环加成 (1-6) 进行的。最近，我们描述了使用可用的酮肟、腙和腙酰卤 (4,6-10) 的多功能和高效的一锅合成取代 1,2,4-三唑。这些唑类及其衍生物构成了一类重要的有机化合物，具有多种农业、工业和生物活性 (11-14)。在这项工作中，我们研究了 C-取代-N-芳基腈亚胺与 L-取代-4-哌啶酮肟的反应，以期合成一系列新的螺-1,2,4-三唑，以期待预期的有趣生物活性。实验 熔点是使用电热熔化温度装置测定的，未经校正。使用卫星 3000 中红外光谱仪测量溴化钾 (KBr) 颗粒的红外光谱。1 H NMR 和 C NMR 光谱在 Bruker AM 300 MHz
• Facile Synthesis and in Vitro Cytotoxic Evaluation of Novel Thiadiazole, Pyrazole, and Dithiole-Androstane Derivatives
  作者：Nadia R. Mohamed、Gamal A. Elmegeed、Mervat M. Abdelhalim、Hanaa M. Rady

  DOI：10.1080/10426500903008914

  日期：2010.3.24

  In the aim of identifying new steroidal cytotoxic agents with potential antiproliferative activity against hepatoma cell lines (Hep-G2), we synthesized modified steroids containing the thiadiazole, pyrazole, or dithiole moiety. Epiandrosterone 1 reacted with carbon disulfide and sodium hydride to furnish -oxoketene dithio-disodium salt 2. Treatment of 2 with the hydrazonoyl halides 5a-d produced the thiadiazole anellated androstanone 7a-d, respectively. The reaction of 1 with hydrazine hydrate produced the hydrazide adduct 8, which cyclized upon reflux in acetic acid to form the condensed pyrazoloandrostanone derivative 9. Interaction of 8 with carbon disulfide and sodium hydride formed the disodium salt 10, which reacted with ethylchloroacetate to furnish the final adduct, dithioloandrostane derivative, 13. Compounds 7a, 7d, 9, and 13 were examined for their cytotoxicity against a panel of hepatoma cell lines (Hep-G2) using MTT assay. The results provide that, at incubation time 72 h, in DMSO, compound 7d (50 mol/mL) showed the most significant cytotoxic effect at P 0.05. The higher dose (100 mol/mL) of compound 7d, at 48 h incubation, reversed the effect causing resistance and the growth rate return to the control level. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• Dalloul, Hany M., Journal of the Chinese Chemical Society, 2009, vol. 56, # 1, p. 196 - 201
  作者：Dalloul, Hany M.

  DOI：——

  日期：——