Method For Preparing Methylated Amines

摘要

The present invention relates to a method for preparing methylated amines using carbon dioxide and to the use of the method for manufacturing vitamins, pharmaceutical products, glues, acrylic fibres and synthetic leathers, pesticides and fertilizers. The invention also relates to a method for manufacturing vitamins, pharmaceutical products, glues, acrylic fibres, synthetic leathers, pesticides and fertilizers, including a step of preparing methylated amines by the method according to the invention. The present invention also relates to a method for preparing marked methylated amines and to the uses thereof.

主权项

1. A process for the preparation of methylated amines of formula (I):in which:
R1 and R2 represent, independently of one another, a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a heterocycle, a silyl group, a siloxy group, an amino group, an aldimine of formula —N═CHR6, or a ketimine of formula —N═CR6R7, said alkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycle, silyl, siloxy and amino groups optionally being substituted, or R1 and R2, taken together with the nitrogen atom to which they are bonded, form an optionally substituted heterocycle, or R1 and R2 form, with the nitrogen atom to which they are bonded, a carbon-nitrogen double bond (N═C) in order to result in an aldimine of formula —N═CHR6 or in a ketimine of formula —N═CR6R7, and R6 and R7 represent, independently of one another, a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a heterocycle, a silyl group, a siloxy group or an amino group, said alkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycle, silyl, siloxy and amino groups optionally being substituted, R1, R2, R6 and R7 optionally comprise an H, C, N, O, F, Si and/or S as defined below; H represents a hydrogen atom (1H), deuterium (2H) or tritium (3H); C represents a carbon atom (12C) or a 11C, 13C or 14C isotope; N represents a nitrogen atom (14N) or a 15N isotope; O represents an oxygen atom (16O) or an 18O isotope; F represents a fluorine atom (19F) or a 18F isotope; Si represents a silicon atom (28Si) or a 29Si or 30Si isotope; S represents a sulfur atom (32S), or a 33S, 34S or 36S isotope; comprising a step of reacting an amine of formula (II), in which R1 and R2 and N are as defined above:with CO2, in which C and O are as defined above, in the presence of a catalyst and of a silane compound of formulain which:
H is as defined above, R3, R4 and R5 represent, independently of one another, a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a silyl group, a siloxy group, an aryl group or an amino group, said alkyl, alkenyl, alkynyl, alkoxy, silyl, siloxy, aryl and amino groups optionally being substituted, or R5 is as defined above and R3 and R4, taken together with the silicon atom to which they are bonded, form an optionally substituted silylated heterocycle.