Process for the preparation of azodinitriles from aminonitriles

Details Process for the preparation of azodinitriles from aminonitriles Process for the preparation of azodinitriles from aminonitriles

1975-10-03

1977-06-07

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260464, 2604655R, C07C10702

Patent

active

040283453

ABSTRACT:
The preparation of aliphatic azodinitriles by a process comprising reacting an alpha-aminonitrile selected from ##STR1## and mixtures thereof wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are selected from (1) hydrocarbyl radicals of 1 to 8 carbon atoms, (2) hydrocarbyl radicals of 1 to 8 carbon atoms substituted with carboxyl, hydroxyl or --OR wherein R is selected from a hydrocarbyl radical of 1 to 4 carbon atoms, (3) cyclohydrocarbyl radicals of 3 to 6 carbon atoms and (4) cyclohydrocarbyl radicals of 3 to 11 carbon atoms formed by combining R.sub.1 and R.sub.2 or R.sub.3 and R.sub.4 with 5 to 15% by weight based on the reaction mixture of a metal hypochlorite, M(OCl).sub.x where M is selected from sodium, potassium or calcium and x is the valence of M, in an aqueous medium in the presence of 0.25 to 10% by weight, based on the weight of aminonitrile, of a surface active compound or mixtures thereof having an HLB of 8 to 35 at a temperature of -10.degree. C to 30.degree. C, said hypochlorite and alpha-aminonitrile being present in an equivalent ratio of 1:1 to 2:1 of hypochlorite to aminonitrile and recovering from the reaction mixture an aliphatic azodinitrile of the formula ##STR2##

REFERENCES:
patent: 2711405 (1955-06-01), Anderson
patent: 2713576 (1955-07-01), De Benneville
patent: 3390146 (1968-06-01), Nield et al.
patent: 3775395 (1973-11-01), Koyanagi et al.
patent: 3783148 (1974-01-01), Fuchs

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