METHOD OF SYNTHESIS OF N,N-DISUBSTITUTED AMINOMETHYLSTYRENES OR ALPHA-AMINOMETHYLSTYRENES Russian patent published in 2018 - IPC C07C209/06 C07C211/27 C07C211/48 C07D233/58 C07D295/23 C07D295/03 

FIELD: technological processes.

SUBSTANCE: invention relates to the field of organic synthesis, in particular, to a method for producing N,N-disubstituted aminomethylstyrenes or α-aminomethylstyrenes of the general formula (I) or mixtures thereof, where x=1, y=0 or x=0, y=1; R is a -CH₂N(R₁)(R₂) group, in which R₁ and R₂ may be the same or different and independently represent alkyl or cycloalkyl, optionally substituted with one or more substituents selected from hydroxy group, dialkylamino group, alkoxy group, aryloxy group, alkylsulfanyl group, arylsulfanyl group, aryl; or aryl, optionally substituted with one or more substituents selected from halogen, alkyl, dialkylamino group, alkoxy group, aryloxy group, alkylsulfanyl group, arylsulfanyl group, aryl; or heteroaryl containing one or more nitrogen atoms, where the heteroaryl is optionally substituted with one or more substituents selected from halogen, alkyl, dialkylamino group, alkoxy group, aryloxy group, alkylsulfanyl group, arylsulfanyl group, aryl; or R₁ and R₂, taken together with nitrogen form a 5-6 membered heterocyclic or 5-membered heteroaromatic ring, optionally containing one or more additional heteroatoms selected from nitrogen, oxygen or sulfur. Method comprises the interaction of a secondary amine of the general formula (II), where R₁ and R₂ take the values defined above with vinylbenzyl halide or α-halomethyl styrene of the general formula (III), in which R₃ is a -CH₂-Hal group, and x=1, y=0 or x=0, y=1, in a two-phase system in an alkaline medium in an atmosphere of an inert gas in the presence of a catalyst, which is an ammonium or phosphonium iodide, and an antioxidant. Invention also relates to specific compounds of formula (I) selected from 3-[(N,N-diisopropylamino)methyl]styrene, N-(3-ethenylbenzyl)-N-methylaniline or N-(4-ethenylbenzyl)-N-methylaniline. .

EFFECT: proposed method allows to obtain compounds of general formula (I) with high yields with high conversion of the initial reagents, as well as to reduce the time of the process.

25 cl, 1 tbl, 5 ex