FIELD: chemistry.
SUBSTANCE: invention relates to an improved method of producing partially fluorinated aromatic amines, particularly 3,4,5-trifluoroaniline of formula: , which can be used in synthesis of biologically active compounds. The disclosed three-step process involves acylation of pentafluoroaniline on the amine group with a derivative of mono- or di- lower aliphatic or benzene carboxylic acid, reductive hydrodefluorination of the obtained acylpentafluoroaniline in the presence of a catalyst - a complex compound of nickel and/or cobalt with heterocyclic nitrogen-containing compounds or phosphorus-containing ligands, such as 2,2'-bipyridyl, 1,10- phenanthroline, alkyl- or arylphosphines, using ionic liquids as solvents, selected from a 1,3-dialkylimidazolinium salt of general formula: where: R1 and R2 are C1-C10 alkyl groups which can contain different substitutes, X is an inorganic or organic anion such as Cl-, Br-, BF4 -, OAc- at temperature 20-150°C under the effect of a metal reducing agent, for example zinc or magnesium, in the presence of proton sources such as water, in a solvent medium while heating, with subsequent alkaline or acid hydrolysis of the reaction mixture. The ionic liquid used as the solvent can be recycled.
EFFECT: method shortens reaction time by increasing catalytic activity of the used catalyst while maintaining high output and quality of the obtained product.
5 cl, 5 tbl, 38 ex
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Authors
Dates
2011-06-10—Published
2009-08-28—Filed