(1Z)-2-anilino-N-(4-methylphenyl)-2-oxoethanehydrazonoyl chloride | 132815-68-0

• 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: (1Z)-2-anilino-N-(4-methylphenyl)-2-oxoethanehydrazonoyl chloride
• CAS: 132815-68-0
• 化学式: C₁₅H₁₄ClN₃O
• 分子量: 287.749
• InChiKey: IFYWJWCSYVOFKS-RGEXLXHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苯基)-1H-吡咯-2,5-二酮 、 (1Z)-2-anilino-N-(4-methylphenyl)-2-oxoethanehydrazonoyl chloride 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 8.0h， 以90%的产率得到3a,4,6,6a-Tetrahydro-1,5-di-(p-tolyl)-3-phenylaminocarbonyl-1H,5H-pyrrolo<3,4-c>pyrazolo-4,6-dione
  参考文献：
  名称：

  部分吡咯并吡唑和2-吡唑啉的合成及生物活性

  摘要：

  腈亚胺 4-6 与 N-芳基马来酰亚胺 7 和丙烯酰胺 (11) 的环加成反应分别以优异的产率得到吡咯并吡唑衍生物 8-10 和 2-吡唑啉 12。研究了一些新化合物的区域选择性和生物活性。

  DOI：

  10.1002/ardp.19913240110

文献信息

• Simple and convenient routes to new polyheterocycles incorporating pyrazole, thiazole, thiophene, and 1,3,4-thiadiazole moieties
  作者：Zaghloul E. Kandeel、Kamal M. Dawood、Eman A. Ragab、Ahmad M. Farag

  DOI：10.1002/hc.10024

  日期：——

  The cyanothioacetanilide derivative 3 reacted readily with either α-halocarbonyl compounds 4 or α-halodicarbonyl compounds 8 to afford the same thiophene derivatives 6. Compound 3 also reacted with hydrazonoyl chlorides 12 and 16 and furnished the new polyheterocyles 14 and 17, respectively. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:248–251, 2002; Published online in Wiley Interscience (www

  氰基硫代乙酰苯胺衍生物 3 很容易与 α-卤代羰基化合物 4 或 α-卤代二羰基化合物 8 反应，得到相同的噻吩衍生物 6。化合物 3 也与腙酰氯 12 和 16 反应，分别得到新的聚杂环 14 和 17。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:248–251, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10024
• Synthesis of some new benzofuran-based thiophene, 1,3-oxathiole and 1,3,4-oxa(thia)diazole derivatives
  作者：Kamal M. Dawood、Ahmad M. Farag、Hatem A. Abdel-Aziz

  DOI：10.1002/hc.20298

  日期：2007.4

  afforded the thioacetanilide derivative 3, which when reacted with α-haloketones, α-halodiketones, and hydrazonoyl chlorides gives thiophene, 1,3-oxathiole, and 1,3,4-thiadiazole derivatives 6a,b, 10a,b and 14a–g, respectively. Treatment of 3-methyl-2-benzofurancarboxylic acid hydrazide (15) with benzaldehyde followed by bromine afforded the 1,3,4-oxadiazole derivative 18. Treatment of the acid hydrazide

  用异硫氰酸苯酯处理 3-(3-甲基苯并呋喃-2-基)-3-氧代丙腈 (1) 得到硫代乙酰苯胺衍生物 3，该衍生物与 α-卤代酮、α-卤代二酮和腙酰氯反应生成噻吩、1,3 -oxathiole 和 1,3,4-噻二唑衍生物分别为 6a,b、10a,b 和 14a-g。3-甲基-2-苯并呋喃甲酰肼 (15) 用苯甲醛处理，然后用溴处理，得到 1,3,4-恶二唑衍生物 18。用异硫氰酸苯酯处理酰肼 15 得到氨基硫脲 20。可以转化化合物 20分别为 1,3,4-恶二唑、1,2,4-三唑-3-硫酮和 1,3,4-噻二唑衍生物 21、22 和 23。© 2007 Wiley Periodicals, Inc. 杂原子化学 18:294–300, 2007; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20298
• Novel Regioselective Synthesis and Biological Activity of 6-Phenylazo and 3,6-Bis(arylazo)-7-hydroxy-1H-[1,2,4]triazolo[4,3-a]pyrimidin-5(4H)-one
  作者：Sayed M. Riyadh

  DOI：10.1002/jccs.200500080

  日期：2005.6

  hydrazonoyl halides 2 and N,2-diaryl-diazinecarbohydrazonoyl halides 9 in dioxane in the presence of triethylamine under reflux furnishes 6-phenylazo and 3,6-bis(arylazo)-7-hydroxy-1H-[1,2,4]triazolo[4,3-a]pyrimidin-5(4H)-one derivatives 7 and 10, respectively. The biological activities of the products were evaluated.

  6-羟基-5-苯基偶氮-2-硫代-4(1H)-嘧啶酮1与一系列肼酰卤2和N,2-二芳基-二嗪咔唑酰卤9在二恶烷中在三乙胺存在下回流提供6-苯偶氮和 3,6-bis(arylazo)-7-hydroxy-1H-[1,2,4]triazolo[4,3-a]pyrimidin-5(4H)-one 衍生物 7 和 10，分别。评价了产品的生物活性。
• Abdelhamid, Abdou O., Journal of Chemical Research, Miniprint, 1993, # 6, p. 1239 - 1262
  作者：Abdelhamid, Abdou O.

  DOI：——

  日期：——
• Novel Pentaheterocycles. First General Synthesis Entry to Functionalized Derivatives of Pyrido[2,3-f:6,5-f?]di[1,2,4]triazolo[4,3-a] pyrimidin-5(1H)-ones
  作者：Magda A. Abdallah、Ahmad S. Shawali、Thoraya A. Farghaly、Mosselhi A. N. Mosselhi

  DOI：10.1007/s00706-003-0113-2

  日期：2004.2.1

  Thirteen derivatives of the novel title ring system were synthesized via a two-step procedure that utilizes hydrazonoyl chlorides and pyridodipyrimidinones as starting materials. The mechanism and regiochemistry of the reactions studied are discussed and the compounds prepared were characterized by alternate synthesis, spectra (mass, IR, H-1 and C-13 NMR), and elemental analyses.