Preparation of hexamethylene diamine from 2-cyanocyclopentanone

Details Preparation of hexamethylene diamine from 2-cyanocyclopentanone Preparation of hexamethylene diamine from 2-cyanocyclopentanone

1976-06-04

1977-08-16

Wyman, Daniel E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2604654, 260583K, 260583L, C07C 8714

Patent

active

040426297

ABSTRACT:
Process for the manufacture of hexamethylene diamine comprising the steps of contacting 2-cyanocyclopentanone alone or in mixture with adiponitrile with a mixture comprising ammonia and hydrogen in the presence of a catalyst prepared by reducing iron oxide with hydrogen. The process is conveniently conducted at a temperature in the range 100.degree. to 275.degree. C and at a pressure in the range of 300 to 600 kg/cm.sup.2. The mole ratio of ammonia to 2-cyanocyclopentanone is maintained at least 4:1 and the pressure of hydrogen is sufficient to essentially prevent conversion of the activated catalyst to iron oxide.

REFERENCES:
patent: 3696153 (1972-10-01), Kershaw et al.
Best et al., "J. Chem. Soc.", vol. 95, pp. 685-714 (1909).
Astle, "Industrial Organic Nitrogen Compounds", pp. 24 and 25 (1961).

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