benzaldehyde p-nitrophenylhydrazonoyl chloride | 25939-13-3

• 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: benzaldehyde p-nitrophenylhydrazonoyl chloride
• 英文别名: benzoyl chloride 4-nitrophenylhydrazone；(Z)-N-(4-nitrophenyl)benzenecarbohydrazonoyl chloride
• CAS: 25939-13-3
• 化学式: C₁₃H₁₀ClN₃O₂
• 分子量: 275.694
• InChiKey: JFDRODAOMXUGGM-SSZFMOIBSA-N

物化性质

• 熔点：
  191-191.5 °C
• 沸点：
  423.6±47.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 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：
  70.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  benzaldehyde p-nitrophenylhydrazonoyl chloride 在 TEA 、 silver carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 1-(4-nitrophenyl)-3,5-diphenyl-1,2,4-triazole
  参考文献：
  名称：

  An Improved Synthesis of 1,2,4-Triazoles using Ag2CO3

  摘要：

  An improved synthesis of 1,3,5-trisubstituted 1,2,4-triazoles via Ag2CO3 mediated cyclization of triazenes has been developed. This approach is flexible and compatible with a wide range of functional groups. The reaction was complete within 3 h and the products were isolated in moderate to high yields. The influence of the beta-substituents of the amines on the triazole formation was also studied. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00726-2
• 作为产物：
  描述：

  N'-(4-硝基苯基)苯甲酰肼 在 五氯化磷 作用下， 以70%的产率得到benzaldehyde p-nitrophenylhydrazonoyl chloride
  参考文献：
  名称：

  Heterocyclic Derivatives of Fullerene C₆₀. 1. Synthesis of New Fulleropyrazolines by the 1,3-Dipolar Cycloaddition of Nitrile Imines

  摘要：

  DOI：

  10.1023/b:cohc.0000027890.05668.07

文献信息

• Studies on enaminonitriles: A new synthesis of 1,3-substituted pyrazole-4-carbonitrile
  作者：Said Ahmed Soliman Ghozlan、Ismail Abdelshafy Abdelhamid、Mohamed Hilmy Elnagdi、Hatem Moustafa Gaber

  DOI：10.1002/jhet.5570420623

  日期：2005.9

  1-p-chlorophenylpyrazole-4-carbonitrile (5a) condensed with hydrazine hydrate to yield the bishydrazone 10 and with dimethylformamide dimethylacetal to yield 1-aryl-3-(3-dimethylamino)acryloyl pyrazole-4-carbonitrile (11). This enamine reacts with hydrazine hydrate to yield the pyrazolylpyrazole (12) and with naphthoquinone to yield the 3-naphthofuranoyl pyrazole 13. The pyra-zolyl pyridine derivative 14

  3-二乙基氨基丙烯腈（1）与酰肼卤化物（2a-d）反应，得到1，3-二取代的吡唑-4-腈5a-d。乙酰1- p -chlorophenylpyrazole -4-甲腈（5a中与水合肼缩合），得到双腙10和二甲基甲酰胺二甲基缩醛，得到1-芳基-3-（3-二甲基氨基）丙烯酰基吡唑-4-甲腈（11）。该烯胺与水合肼反应，生成吡唑基吡唑（12），与萘醌反应，生成3-萘呋喃酰基吡唑13。对吡唑-唑基吡啶衍生物14进行如下处理。在乙酸铵存在下用乙酰丙酮11。化合物11被加上p -chlorobenzene氯化重氮，得到腙16，将其用还耦合p -chlorobenzenediazonium酰氯，得到的甲簪18。
• Synthesis of 1,2,4-Triazole<i>C</i>-Nucleosides from Hydrazonyl Chlorides and Nitriles
  作者：Najim A. Al-Masoudi、Yaseen A. Al-Soud、Ibrahim A. I. Ali

  DOI：10.1080/15257770601052265

  日期：2007.1

  synthesized via the intermolecular cyclization of hydrazonyl chlorides with peracylated ribofuranosyl cyanide catalyzed by Yb(OTf)3 or AgNO3, respectively. Similarly, the 1,2,4-triazole of glucopyranosyl C-nucleosides 5a,b were prepared from the hydrazonyl chlorides and the nitrile 4. Alternatively, the 1,2,4-triazole N-nucleoside 8 was obtained from cyclization of the unsymmetrical bis[alpha-(4-me

  一系列的1,3-二芳基-5-（2,3,5-三-O-苯甲酰基-β-D-呋喃呋喃糖基）-1H-1,2,4-三唑核苷（3a-f）通过分别由Yb（OTf）3或AgNO3催化过酰化的呋喃呋喃糖基氰化物催化酰肼的分子间环化。类似地，由肼基氯和腈4制备吡喃葡萄糖基C-核苷5a，b的1,2,4-三唑。或者，通过不对称环化获得1,2,4-三唑N-核苷8。双[α-（4-甲氧基苯基）氨基亚苄基]-肼与过酰基化的1-氨基-D-甘露糖戊醇。
• Synthesis of 1,3,4-thiadiazolines from 1,2-dithiole-3-thiones
  作者：Vladimir A. Ogurtsov、Oleg A. Rakitin、Charles W. Rees、Alexey A. Smolentsev

  DOI：10.1070/mc2005v015n02abeh002086

  日期：2005.1

  The thiocarbonyl group of 4,5-dichloro-1,2-dithiole-3-thione reacts as a 1,3-dipolarophile towards diaryl nitrile imines by 1,3-dipolar cycloaddition followed by opening of the dithiole ring with loss of sulfur to give 5-methylene-1,3,4-thiadiazolines; this reaction together with nucleophilic displacement (before or after cycloaddition) of the selectively reactive 5-chlorine atom provides a rapid access to stable 5-methylene-1,3,4-thiadiazolines.
• Novel Process for Synthesis of 1,2,4‐Triazoles: Ytterbium Triflate–Catalyzed Cyclization of Hydrazonyl Chlorides with Nitriles
  作者：Weike Su、Dianwen Yang、Jianjun Li

  DOI：10.1081/scc-200057976

  日期：2005.6

  A series of 1,3,5-trisubstituted 1,2,4-triazoles were synthesized via the intermolecular cyclization of hydrazonyl chlorides with nitriles catalyzed by ytterbium triflate [Yb(OTf)(3)]. The amount of catalysis was discussed and Yb(OTf)(3) could be reused without loss of activity.
• ONYSKO, P. P.;KIM, T. V.;KISELEVA, E. I.;PROKOPENKO, V. P.;SINITSA, A. D., ZH. OBSHCH. XIMII, 60,(1990) N, S. 523-527
  作者：ONYSKO, P. P.、KIM, T. V.、KISELEVA, E. I.、PROKOPENKO, V. P.、SINITSA, A. D.

  DOI：——

  日期：——