105003-93-8Relevant articles and documents
Synthetic method of 4-fluoroindazole 3-carbonitrile or derivative thereof
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Paragraph 0036; 0038; 0044, (2020/12/10)
The invention is applicable to the technical field of chemical synthesis, and provides a synthesis method of 4-fluoroindazole 3-carbonitrile or derivatives thereof, which comprises the following steps: reacting 2-fluoro-6-nitrophenylacetaldehyde, ethanol, sodium bicarbonate, hydroxylamine hydrochloride and water to obtain 2-fluoro-6-nitrophenylethyloxime; reacting 2-fluoro-6-nitroacetoxime with acetic anhydride to obtain 2-fluoro-6-nitrophenylacetonitrile; reacting 2-fluoro-6-nitrophenylacetonitrile, tetrahydrofuran, methanol, water, ammonium chloride and iron powder, and reacting with glacialacetic acid and acetic anhydride to obtain 2-acetylamino-6-fluorophenylacetonitrile; reacting 2-acetylamino-6-fluorophenylacetonitrile, glacial acetic acid, acetic anhydride and isoamyl nitrite, andreacting with ethanol and sodium hydroxide to obtain the 4-fluoroindazole 3-carbonitrile. The synthesis method provided by the invention is mild in reaction condition and easy to operate, and the adopted raw materials are conventional and harmless.
Specific ortho-Cyanomethylation of Nitroarenes via the Vicarious Nucleophilic Substitution of Hydrogen
Makosza, Mieczyslaw,Wenaell, Maria,Golinski, Miroslaw,Kinowski, Andrzej
, p. 427 - 432 (2007/10/02)
The vicarious nucleophilic substitution of hydrogen in nitroarenes with acetonitrile derivatives XCH2CN in t-BuOK/THF base/solvent system proceeds exclusively ortho to the nitro group.Strong influence of substituents Z in 3-Z-nitrobenzene derivatives on the orientation has been observed.
