4403-70-7

Hazard Information

Chemical Properties

Pale brown low melting solid

Synthesis Reference(s)

Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422

Synthesis

3717-30-4

4403-70-7

The general procedure for the synthesis of 3-aminobenzylamine from the compound (CAS:3717-30-4) is as follows: Example 18: 16.6 g (0.1 mol) of m-nitrobenzaldehyde oxime made in Example 15, 9.5 g (0.05 mol) of p-toluenesulfonic acid, 0.5 g of 5% Pt-C catalyst and 75 mL of dioxane were added to a sealed glass vessel. Vigorous stirring was carried out under hydrogen-filled conditions. The reaction was continued at 30°C to 40°C for 8 hours. Upon completion of the reaction, the mixture was filtered to remove the catalyst, followed by the addition of 35 g (0.3 mol) of 35% aqueous sodium hydroxide. After stirring, the mixture was allowed to stand until layered. The lower layer was separated and discarded and the upper layer was distilled. Finally 8.9 g of m-aminobenzylamine was obtained in 72.9% yield and 99.3% purity by gas chromatography.

References

[1] Patent: US4751328, 1988, A
[2] Patent: US4751328, 1988, A

Questions And Answer

• Application

  m-Aminobenzylamine is an important organic dye and pharmaceutical intermediate. It can also be used as a curing agent for epoxy resins and in the polymerization of olefin compounds to prepare insulated cables. Synthetic methods for benzylamine compounds include the reaction of benzaldehyde with hydroxylamine hydrochloride, direct amination of halobenzyl with aminoamine, amination with hexamethylenetetramine, and amination with phthalimide. Alfred prepared m-aminobenzylamine using m-nitrobenzoic acid as a raw material; other methods involve introducing a CN group onto the benzene ring followed by catalytic hydrogenation.;

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