Process for the preparation of aromatic dialkylamines

Details Process for the preparation of aromatic dialkylamines Process for the preparation of aromatic dialkylamines

1986-08-05

1988-07-26

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564 86, 564177, 564180, 564184, 564218, 260508, 558 56, 560 43, 562433, C07C 8508

Patent

active

047601833

ABSTRACT:
A process for the preparation of aromatic dialkylamines of the formula (1) ##STR1## in which R denotes an alkyl-C.sub.1 -C.sub.6 group, X and Y each denote a hydrogen, fluorine or chlorine atom or a hydroxyl, alkyl-C.sub.1 -C.sub.4, alkoxy-C.sub.1 -C.sub.4, carboxyl, carbalkoxy-C.sub.1 -C.sub.5, alkyl-C.sub.1 -C.sub.4 --CO--NH--, ##STR2## sulfonic acid, alkyl-C.sub.1 -C.sub.4 sulfonate, sulfamoyl, alkyl-C.sub.1 -C.sub.4 -sulfonyl, hydroxy-alkylene-C.sub.1 -C.sub.4 -sulfonyl, phenylsulfonyl, hydroxyphenylsulfonyl, alkyl-C.sub.1 -C.sub.4 -phenylsulfonyl or alkoxy-C.sub.1 -C.sub.4 -phenylsulfonyl group, wherein compounds of the formula (2) ##STR3## in which R.sub.1 denotes a nitro or primary amino group, and X and Y have the mentioned meanings, are reductively dialkylated using at least equimolar amounts of an aldehyde of the formula (3) ##STR4## in which R has the abovementioned meaning, in alcohols, alkylbenzenes, glycol ethers, fatty acid dialkylamides or fatty acid alkyl esters or fatty acid glycol esters, and using catalytically activated hydrogen in the presence of a precious metal catalyst of group 8 of the periodic table, if appropriate in the presence of catalytic amounts of a trialkyl-C.sub.1 -C.sub.6 -amine, at 50.degree. C. to 150.degree. C. at a pressure of 20 bar to 100 bar.

REFERENCES:
patent: 2947784 (1960-08-01), Martin et al.
patent: 3336386 (1967-08-01), Dovell et al.
patent: 3522309 (1970-07-01), Kirby
Hackh's Chemical Dictionary, Grant, J., Ed., McGraw-Hill Book Co., New York (1983).
Moller et al, "Amines via Reduction", in Houben-Weyl, 11/1, Georg Thieme Verlag. Stuttgart, 1957, pp. 642-645.
Pearson et al, J. Amer. Chem. Soc. 73, 864 (1951).
Emerson et al, J. Amer. Chem. Soc. 63, 749-51 (1941).
Stuhmer et al, Ber. der Deut. Chem. Ges. 83, 66-68 (1950).
Emerson, "The Preparation of Amines . . . ", Ch. 3 in: Organic Reactions, vol. IV, John Wiley & Son, N.Y., pp. 174-255.

Affiliated with

Also associated with

Rating

Process for the preparation of aromatic dialkylamines does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the preparation of aromatic dialkylamines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of aromatic dialkylamines will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-258866