Bis(3-cyano-3,5,5-trimethyl-cyclohexylidene)-azine, a method of

Details Bis(3-cyano-3,5,5-trimethyl-cyclohexylidene)-azine, a method of Bis(3-cyano-3,5,5-trimethyl-cyclohexylidene)-azine, a method of

1991-10-23

1992-11-24

Brust, Joseph Paul

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

Organic compounds

Nitriles

C07C25546

Patent

active

051663961

ABSTRACT:
The invention relates to bis(3-cyano-3,5,5-trimethylcyclohexylidene)-azine (=IPN-azine), a method of its preparation by reacting 1,3,3-trimethyl-5-oxocyclohexane carbonitrile (=IPN) with a source for hydrazine in a molar ratio of essentially 2 to 1 in the presence of a solvent and to a method for the further processing of the IPN-azine to 3-(aminomethyl)-3,5,5-trimethylcyclohexyl amine (isophorone diamine=IPDA) by means of a hydrogenating azine splitting with hydrogen in the presence of an organic solvent, ammonia and of a catalytic system from the series (a) of a cobalt- or nickel-containing Raney catalyst and of a cocatalyst from the series of salts of the elements aluminum, cobalt, nickel, yttrium, lanthanum, cerium, Ru, Rh, Pd, Ir and Pt or of carrier-supported noble metals from the series Ru, Rh, Pd, Ir, Pt or b) of a carrier-supported Ru-, Pd- or Pt catalyst at a pressure of 3 to 30 MPa and a temperature of 50.degree. to 150.degree. C. The method of the invention concerning IPN-azine makes it possible to obtain IPDA from IPN in high yield and purity and avoids disadvantages of the previously known reductive amination of IPN.

REFERENCES:
patent: 2894028 (1959-07-01), Rudner
patent: 3352913 (1967-11-01), Schmitt et al.
patent: 3629227 (1971-12-01), Meckel et al.
patent: 3956282 (1976-05-01), Tellter et al.
patent: 5091554 (1992-02-01), Huthmacher et al.
Weygand/Hilgetag, "Preparative Organic Chemistry", (1972), pp. 508-513; John Wiley & Sons, N.Y.
Chemical Abstracts 12(9): 76465q (date unknown).

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