Process for the preparation of azomethines
AssigneeBayer Aktiengesellschaft
InventorsReinhard Langer, Hans-Josef Buysch, Paul Wagner
Life of this patent
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Abstract
Azomethines can be prepared by the condensation of cycloalkanones and anilines in the presence of acid heterogeneous catalysts, with azeotropic removal of the water of reaction, the condensation being carried out in a continuous reaction in a column-like reactor having an applied temperature profile, and the starting materials being fed in the low-temperature zone and, of the reaction products, the water of reaction to be removed as an azeotrope also being removed in the low-temperature zone and the azomethine formed being removed in the high-temperature zone.
Claims19
A process for the preparation of an azomethine of the formula ##STR9## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 independently of one another denote hydrogen, linear or branched C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, benzyl or aryl, and
- R.sup.5, R.sup.6, R.sup.7 and R.sup.8 independently of one another additionally denote halogen, linear or branched C.sub.1 -C.sub.6 -alkoxy, hydroxyl, amino, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, aryloxy or arylamino,
- aryl representing phenyl or 5-membered or 6-membered heteroaryl attached in the 2-, 3- or 4-position and having 1 or 2 hetero atoms belonging to the group N, O and S, and
- X denotes --CH.sub.4 -- or a direct bond between the adjacent C atoms,
- comprising the condensation of a cycloalkanone of the formula ##STR10## with an aniline of the formula ##STR11## in which R.sup.1 to R.sup.8 and X have the above meaning, in the presence of an acid heterogeneous catalyst with azeotropic removal of the water of reaction, wherein the condensation reaction is carried out at a molar ratio of cycloalkanone to analine of 2:1-1:2, a pressure of 0.5 mbar-3 bar and in a continuous reaction in a column-like reactor having an applied temperature profile, ranging from 10.degree. C. to 300.degree. C. the starting materials being fed in in the low-temperature zone and, of the reaction products, the water of reaction to be removed as an azeotrope also being removed in the low-temperature zone and the azomethine formed being removed in the high-temperature zone.
Dependencies are inferred from the claim text.