Patent ID: 6600075
Filing Date: 2003-07-29
Classification: C07C

Abstract:
A method for preparing at least one tertiary amine product having the formula wherein R is a C1-C12 substituent selected from the group consisting of straight or branched aliphatic, cycloaliphatic, and heterocyclic moieties; wherein Râ€² is a C1-C12 substituent selected from the group consisting of straight or branched aliphatic, cycloaliphatic, and heterocyclic moieties; wherein A is selected from the group consisting of hydrogen, cyano, amide, straight or branched aliphatic, cycloaliphatic, aromatic, heterocyclic, alkoxy, aryloxy, hydroxy, alkylamino, dialkylamino, arylamino, diarylamino, haloaryl, fluorinated alkyl, and silyl; wherein Aâ€² is selected from the group consisting of hydrogen, amino, amide, straight or branched aliphatic, cycloaliphatic, aromatic, heterocyclic, alkoxy, aryloxy, hydroxy, alkylamino, dialkylamino, arylamino, diarylamino, haloaryl, fluorinated alkyl, and silyl; said method comprising contacting at least one primary amine having the general formula H2Nâ€”Râ€²â€”Aâ€²â€ƒâ€ƒ(III) wherein Râ€² is a C1-C12 substituent selected from the group consisting of straight or branched aliphatic, cycloaliphatic, or heterocyclic moieties; and wherein Aâ€² is selected from the group consisting of hydrogen, amino, amide, straight or branched aliphatic, cycloaliphatic, aromatic, heterocyclic, alkoxy, aryloxy, hydroxy, alkylamino, dialkylamino, arylamino, diarylamino, haloaryl, fluorinated alkyl, and silyl moieties; with at least one nitrile having the general formula Aâ€”Râ€”CNâ€ƒâ€ƒ(II) wherein R is a C1-C12 substituent selected from the group consisting of straight or branched aliphatic, cycloaliphatic, and heterocyclic moieties; and wherein A is selected from the group consisting of hydrogen, cyano, amide, straight or branched aliphatic, cycloaliphatic, aromatic, heterocyclic, alkoxy, aryloxy, hydroxy, alkylamino, dialkylamino, arylamino, diarylamino, haloaryl, fluorinated alkyl, and silyl moieties; with the proviso that when A is either H or straight or branched aliphatic, and R is straight or branched aliphatic, said nitrile is a C2-C7 nitrile; in the presence of hydrogen gas and a catalyst at a temperature from about 50Â° C. to about 200Â° C. and at a pressure from about 100 psig to about 1500 psig, and wherein the ratio of nitrile to amine is greater than 1:1.