FIELD: chemistry.
SUBSTANCE: described is an improved method of producing substituted quinolines of general formula , where X=H, o(m, p)-CH3, o-C2H5, p-OCH3, o(m, p)-Cl, 3,4-(Cl)2, R = H, CH3 or C2H5, by reacting substituted anilines of formula XC6H4NH2, where X assumes values given above, with an alcohol RCH2CH2OH, where R assumes values given above, and CCl4 in the presence of a catalyst FeCl3 ·6H2O with molar ratio [catalyst]:[aniline]:[CCl4]:[RCH2CH2OH]=1:100:100:200, at 140°C for 2 hours; the obtained reaction mass is neutralised; the organic layer is extracted with CH2Cl2, filtered and the solvent is distilled; FeCl3·6H2O, CCl4, RCH2CH2OH, taken in ratio of 1:100:200, are added to the separated residue and the second reaction step is carried out at 140°C for 2 hours. Output of substituted quinolines is 11-94%.
EFFECT: low cost of the end product owing to use of readily available reactants and catalyst.
1 tbl, 30 ex
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Authors
Dates
2014-04-27—Published
2012-08-01—Filed