Process for the preparation of 2-nitrobenzaldehyde

Details Process for the preparation of 2-nitrobenzaldehyde Process for the preparation of 2-nitrobenzaldehyde

1980-02-28

1981-10-27

Helfin, Bernard

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

Organic compounds

Oxygen containing

568936, 204163R, C07C 4528

Patent

active

042975190

ABSTRACT:
A process provided for the production of 2-nitrobenzaldehyde from 2-nitrotoluene, in which 2-nitrotoluene is converted, by bromination by a radical mechanism, to 2-nitrobenzyl bromide in the form of a bromination oil containing 20 to 50% or more of 2-nitrobenzyl bromide, and the bromination oil is oxidized directly with a mixture of dimethylsulphoxide and sodium bicarbonate in a weight ratio of 3:1 to 10:1 at temperatures of up to 100.degree. C. and the 2-nitrobenzaldehyde is subsequently isolated via the bisulphite adduct, to give 2-nitrobenzaldehyde in high purity and high yield. The process also has the advantage of a very short reaction time. The 2-nitrobenzaldehyde produced is an important intermediate, for example in the production of pharmaceutically active 1,4-dihydropyridines.

REFERENCES:
patent: 2888488 (1959-05-01), Nace
Epstein et al., Chemical Reviews, vol. 67, No. 3 (1967) pp. 247-260.

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