METHOD OF OBTAINING 4-AMINODIPHENYLAMINE AND ITS ALKYLATED DERIVATIVES Russian patent published in 2015 - IPC C07C209/36 C07C209/60 C07C211/55 

FIELD: chemistry.

SUBSTANCE: invention relates to versions of an improved method of obtaining 4-aminodiphenylamine (ADPA) or its alkylated derivatives of the general formula (1) , where R¹ represents H and R² represents H or a lower alkyl. The method consists in the fact that carried out is the condensation of an aniline excess with nitrobenzene at a temperature of 30-150°C in the presence of a catalytic system, which includes as the catalyst a base, selected from hydroxides of alkali or alkali earth metals, and aliphatic heterochain polyethers, which are simultaneously a solvent and a cocatalyst, with the weight ratio of hydroxide to polyether of 1:5-20 with obtaining as the product a mixture of 4-nitrodiphenylamine and its salt, 4-nitrosodiphenylamine and its salt. The obtained mixture after neutralisation by acid is reduced in the presence of a catalyst Pd/c and hydrogen or is subjected to reducing alkylation in the presence of respective ketone. Reducing alkylation can be carried out in a medium of aliphatic heterochain polyethers or in the absence of aliphatic heterochain polyethers. This results in obtaining alkylated 4-ADPA derivatives. As polyethers usually used are polyethers, selected from ethers of polyethyleneglycol (PEG), polypropyleneglycol (PPG), polytrimethyleneoxide (PTMO), polytetrahydrofuran or monomethyl PEG ethers, monobutyl PPG ethers or their block-copolymers, such as PEG-PPG-PEG, PEG-PPG-PPG, PEG-PPG-PTMO, statistical polymer PEG-PPG. It is preferable to carry out condensation at a temperature of 60-80°C.

EFFECT: method makes it possible to simplify the process due to the repeated application of the catalyst with the preservation of the high output and quality of the obtained products.

7 cl, 4 dwg, 26 ex