Process for the preparation of secondary monomethylalkyl amines

Details Process for the preparation of secondary monomethylalkyl amines Process for the preparation of secondary monomethylalkyl amines

1991-01-30

1992-06-09

Hollrah, Glennon H.

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

Organic compounds

Amino nitrogen containing

C07C20900

Patent

active

051208784

ABSTRACT:
A process for the preparation of secondary methylalkyl amines is disclosed, said process comprising reacting, at elevated temperature and pressure, a hexahydrotriazine compound in the liquid state with hydrogen in the presence of a catalyst material having at least one catalytically active metal, said hexahydrotriazine compound having the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are, independently, straight or branched, saturated or unsaturated, linear or cyclic hydrocarbon groups or straight or branched, saturated or unsaturated, linear or cyclic hydrocarbon groups wherein one or more CH.sub.2 groups are replaced by an oxygen atom or a tertiary amine group, provided that any unsaturated group is separated from nitrogen in the hexahydrotriazine ring by at least one carbon atom, any said oxygen atom is enclosed by two carbon groups and any said oxygen atoms and any said amine groups are separated from other oxygen atoms and other amine groups and from the nitrogen in the hexahydrotriazine ring by at least two carbon atoms.

REFERENCES:
patent: 2657237 (1953-10-01), Isham
patent: 3594420 (1971-01-01), Gobron et al.
patent: 4138437 (1979-02-01), Strauss et al.
Bequeme Darstellung von reinen N-Methylalkylaminen durch Zink/Salzsaure-Reduktion von 1,3,5-Tris(alkyl)-hexahydro-1,3,5-triazinen, M. Shaik and H. Oelschlager, Arch. Pharm., 317, pp. 214-219, (1984), (with English language translation).
Polymeric Behavior of 1,3,5-tridodecyl- and 1,3,5-trioctadecylhexahydrosym-triazines, by C. W. Hoerr et al., J. Am. Chem. Soc., vol. 78, pp. 4667-4670, (1956).

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