Preparation of ethylenediamine derivatives

Details Preparation of ethylenediamine derivatives Preparation of ethylenediamine derivatives

1987-11-09

1990-02-20

Raymond, Richard L.

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

Organic compounds

Amino nitrogen containing

564385, 564494, 564495, C07C 8512, C07C 8511, C07C 8728

Patent

active

049028316

ABSTRACT:
Described is a process for preparing 1,2-diaminoethane having the formula ##STR1## where R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.15 aralkyl, unsubstituted or substituted aryl or heteroaryl or alternatively, R.sub.1 and R.sub.2 together with the carbon atom form a 3 to 12 member cycloalkyl group, or with a heteroatom form a 3 to 12 member heterocyclic group and R.sub.3 and R.sub.4 together with the nitrogen atom form a 3 to 12 member heterocyclic group, optionally including oxygen, sulfur or phosphorus as a second heteroatom, the process comprising: reacting a preformed Schiff base with a nitroalkane as a neat mixture in the presence of a catalytic amount of an inorganic base to form the 1-nitro-2-aminoethane intermediate, which was then hydrogenated to give 1,2-diaminoethane.

REFERENCES:
patent: 2408171 (1946-09-01), Johnson
patent: 3336386 (1967-08-01), Dovell et al.
patent: 3886193 (1975-05-01), Whitney et al.
patent: 4751328 (1988-06-01), Yamaguchi et al.

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