phenyldiazonium chloride

• 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: phenyldiazonium chloride
• 英文别名: benzenediazonium chloride；Imino(phenyl)azanium;chloride
• 化学式: C₆H₆N₂*ClH
• 分子量: 142.588
• InChiKey: HODDMNLKPMUOAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.47
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenyldiazonium chloride 在 哌啶 、 溶剂黄146 、 copper dichloride 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 16.0h， 生成 (Z)-3-methyl-2-(4-oxo-5-((5-phenylfuran-2-yl)methylene)-2-thioxothiazolidin-3-yl)pentanoic acid
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of furan derivatives bearing a rhodanine moiety

  摘要：

  Two series of furan derivatives bearing a rhodanine moiety (4a-l and 5a-l) have been synthesized, characterized, and evaluated for their antibacterial activity. The majority of these compounds showed potent levels of inhibitory activity against a variety of different Gram-positive bacteria, including multidrug-resistant clinical isolates, with minimum inhibitory concentration (MIC) values in the range of 2-16 mu g/mL. In particular, compound 4l was found to be the most potent of the synthesized compounds against the multidrug-resistant strains, with a MIC value of 2 or 4 mu g/mL. None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 at 64 mu g/mL. An examination of the cytotoxicities of these agents revealed that they displayed low levels of toxicity toward HeLa cells. All of the compounds synthesized in the current paper were characterized by H-1 and C-13 NMR, infrared, and mass spectroscopy.

  DOI：

  10.1007/s00044-013-0648-7
• 作为产物：
  描述：

  苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.0h， 生成 phenyldiazonium chloride
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of furan derivatives bearing a rhodanine moiety

  摘要：

  Two series of furan derivatives bearing a rhodanine moiety (4a-l and 5a-l) have been synthesized, characterized, and evaluated for their antibacterial activity. The majority of these compounds showed potent levels of inhibitory activity against a variety of different Gram-positive bacteria, including multidrug-resistant clinical isolates, with minimum inhibitory concentration (MIC) values in the range of 2-16 mu g/mL. In particular, compound 4l was found to be the most potent of the synthesized compounds against the multidrug-resistant strains, with a MIC value of 2 or 4 mu g/mL. None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 at 64 mu g/mL. An examination of the cytotoxicities of these agents revealed that they displayed low levels of toxicity toward HeLa cells. All of the compounds synthesized in the current paper were characterized by H-1 and C-13 NMR, infrared, and mass spectroscopy.

  DOI：

  10.1007/s00044-013-0648-7
• 作为试剂：
  描述：

  3-氨基-alpha-甲基苯乙腈(9ci) 在 盐酸 、 sodium nitrite 、 phenyldiazonium chloride 、 potassium iodide 作用下， 以 水 为溶剂， 反应 3.42h， 以80%的产率得到2-(3-iodophenyl)propanenitrile
  参考文献：
  名称：

  WO2006/63999

  摘要：

  公开号：

文献信息

• Spirocyclopropanes from Intramolecular Cyclopropanation of Pyranopyrazoles and Pyranopyrimidine-diones and Lewis Acid Mediated (3 + 2) Cycloadditions of Spirocyclopropylpyrazolones
  作者：Prasun Mukherjee、Asish R. Das

  DOI：10.1021/acs.joc.7b00089

  日期：2017.3.3

  A robust intramolecular cyclopropanation reaction was first performed on pyranopyrazole and pyranopyrimidine-dione derivatives to obtain spirocyclopropylpyrazolones and barbiturates, using iodosylbenzene (PhIO) or the combination of iodobenzene diacetate (PIDA)/molecular iodine (I2), under mild reaction conditions. Syntheses of functionally and stereochemically diversified, novel spiropyrazolone fused

  首先在温和的反应条件下，使用碘基苯（PhIO）或碘代苯二乙酸酯（PIDA）/分子碘（I 2）的组合，对吡喃并吡唑和吡喃并嘧啶-二酮衍生物进行强大的分子内环丙烷化反应，获得螺环丙基吡唑并酮和巴比妥酸酯。通过路易斯酸催化的合成的螺-环丙基吡唑啉酮与苯基异硫氰酸酯和苯并三腈的高非对映选择性（3 + 2）环加成反应，还证实了功能和立体化学多样化的新型螺并吡唑啉酮稠合的2-亚氨基噻吩和螺并吡咯啉酮稠合的吡咯啉支架。
• Studies With Functionally Substituted Heteroaromatics: A Novel Route for the Synthesis of 1-Aryl-6-oxopyridazinones, 1-Arylpyridazine-6-imines and 1-Aryl-6-imino-4-pyridazinals
  作者：Fatima Al-Omran、Mervat Mohammed Abdel Khalik、Adel Abou-Elkhair、Mohammed Hilmy Elnagdi

  DOI：10.1055/s-1997-1512

  日期：1997.1

  Aryldiazonium salts couple with the 3-dimethylamino-1-substituted enones 1 a-c to yield 2-arylhydrazono-3-oxo-3-substituted-propanals which are excellent precursors for the synthesis of pyridazinones. The coupling reaction of 2-cyano-5-dimethylamino-3-substituted-penta-2,4-dienonitrile 12 a-b with benzene diazonium salts in ethanolic sodium hydroxide gives the pyridazinals 13 a, b.

  Aryldiazonium 盐与3-二甲基氨基-1-取代烯酮 1 a-c 反应，生成2-芳基肼佐-3-氧代-3-取代丙醛，这些化合物是合成吡嗪酮的优秀前体。2-氰基-5-二甲基氨基-3-取代戊-2,4-二烯腈 12 a-b 与苯二氮盐在乙醇钠氢氧化物中反应，生成吡嗪醛 13 a, b。
• Coupling Reactions of Diazonium Betaines with Alkyl Dicyanoacetates
  作者：Richard Neidlein、Zhihua Sui

  DOI：10.1080/00397919208021297

  日期：1992.1

  Abstract The reactions of heterocyclic diazonium betaines, 4-aryl-3-diazo-pyrazole and 3-diazo-indazole, at the α-carbon atoms of alkyl dicyanoacetates gave corresponding azo-compounds.

  摘要 杂环重氮甜菜碱、4-芳基-3-重氮-吡唑和3-重氮-吲唑在二氰基乙酸烷基酯的α-碳原子上反应生成相应的偶氮化合物。
• Intramolecular Nitrile Imide Cycloadditions onto the Furan Ring: Synthesis of the New 3a,4-Dihydro-6H-difuro[3,2-c;3,4-d]pyrazole Skeleton
  作者：Gianluigi Broggini、Giorgio Molteni、Gaetano Zecchi

  DOI：10.1039/a805289a

  日期：——

  Intramolecular nitrile imide cycloadditions onto the furan ring have been exploited in the construction of the hitherto unknown 3a,4-dihydro-6H-difuro[3,2-c;3,4-d]pyrazole skeleton.

  呋喃环上的分子内腈酰亚胺环加成已被用于构建迄今为止未知的 3a,4-dihydro-6H-difuro[3,2-c;3,4-d] 吡唑骨架。
• Pyrrolopyrimidines. 1. Electrophilic substitution reactions of 1,3-dimethylpyrrolo[3,2-d]pyrimidine-2,4-dione
  作者：E. B. Tsupak、Yu. N. Tkachenko、A. F. Pozharskii

  DOI：10.1007/bf01171169

  日期：1994.9