ChemInform Abstract: Interaction of Polyfluoroaromatic Imidoyl Chloride Derivatives with Compounds containing Nitrogen-Carbon Multiple Bonds in the Presence of AlCl3

Autor: I. V. Kolesnikova, Yu. V. Gatilov, T. V. Ribalova, T. D. Petrova, Vyacheslav E. Platonov, I. Yu. Bagryanskaya
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 31
ISSN: 1522-2667
0931-7597
DOI: 10.1002/chin.200031043
Popis: Interactions of polyfluoroaromatic imidoyl chloride derivatives with compounds containing nitrogen–carbon multiple bond in the presence of AlCl3 proceed as a cycloaddition type process and lead to five- or six-membered N-containing ring systems. N-(p-R–tetrafluorophenyl)carbonimidoyl dichlorides (R = F, CH3) react with N-pentafluorophenyltrichloroacetimidoyl chloride and AlCl3 to give in good yields 1-(p-R–tetrafluorophenyl)-3-pentafluorophenyl-4,4,5,5-tetrachloro-2-imidazolidones. N-Pentafluorophenyltrichloroacetimidoyl chloride “dimerizes” by heating with AlCl3 to 1,3-bis(pentafluorophenyl)-4,5-dichloro-2-imidazolone. This compound was also obtained from 1,3-bis(pentafluorophenyl)-4,4,5,5-tetrachloro-2-imidazolidone under the action of AlCl3. Heating of 1,3-bis(pentafluorophenyl)-4,4,5,5-tetrachloro-2-imidazolidone with AlCl3 in toluene leads to 1,3-bis(pentafluorophenyl)-4,5-dichloro-2-imidazolone and its 5-tolyl derivatives as a result of a reaction with toluene. Interaction of N-pentafluorophenylcarbonimidoyl dichloride with benzonitrile and AlCl3 leads to 1-pentafluorophenyl-4,6-diphenyl-1,3,5-triazine-2-one along with N-pentafluorophenyl-N′-benzoylurea and an N-pentafluorophenylurea complex with benzamide.
Databáze: OpenAIRE
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