Process for producing 4-alkoxyanilines

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564417, 564418, 564442, 564443, C07C 8511

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046250620

ABSTRACT:
4-Alkoxyanilines are obtained industrially advantageously by catalytically hydrogenating a nitrobenzene in the presence of a noble metal catalyst in a mixed solvent containing a lower aliphatic alcohol, sulfuric acid, and water or a lower aliphatic carboxylic acid or both to induce hydrogenation and a Bamberger-type rearrangement reaction. The mixed solvent contains at least 10 moles, preferably 30 to 60 moles, of the lower aliphatic alcohol per mole of the nitrobenzene, 1 to 10 moles, preferably 2 to 7 moles, of sulfuric acid per mole of the nitrobenzene, and 2 to 30% by weight, preferably 3 to 10% by weight, of water, the lower aliphatic carboxylic acid or both.

REFERENCES:
patent: 3383416 (1968-05-01), Benner
patent: 3929891 (1975-12-01), Habig et al.
Journal of the Chemical Society of Japan, 1979, (11), pp. 1532 to 1535.
Journal of the Chemical Society of Japan, 1982, (7), pp. 1237 to 1240.
Journal of the Chemical Society of Japan, 1980, (2), pp. 245 to 249.

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