Process for the preparation of 2,6-dichloro-4-nitroaniline

Details Process for the preparation of 2,6-dichloro-4-nitroaniline Process for the preparation of 2,6-dichloro-4-nitroaniline

1985-05-16

1986-08-12

Hines, Robert V.

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

Organic compounds

Amino nitrogen containing

564441, C07C 8524, C07C 8760

Patent

active

046057676

ABSTRACT:
Process for the preparation of 2,6-dichloro-4-nitroaniline by chlorination of 4-nitroaniline with chlorine bleaching liquor in water using acids, which comprises chlorinating 1 mole of 4-nitroaniline in 3-6 moles of hydrochloric acid (HCl) or nitric acid (HNO.sub.3) in the form of a dilute, aqueous acid in the presence of a dispersing agent which is stable under the reaction conditions, the chlorination initially being carried out at 5.degree. to 10.degree. C. and then at 15.degree.-20.degree. C. and, finally, after 90-95% of the 2-chloro-4-nitroaniline intermediately formed has been converted into 2,6-dichloro-4-nitroaniline, the temperature of the aqueous suspension being increased from 15.degree.-20.degree. C. to 70.degree. C., without further addition of chlorine bleaching liquor, and then by post-chlorinating, by renewed addition of chlorine bleaching liquor, at temperatures between 20.degree. and 70.degree. C., bringing the pH of the aqueous suspension to 9.0 and filtering off the 2,6-dichloro-4-nitroaniline formed and washing it with dilute mineral acid.

REFERENCES:
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patent: 4414415 (1983-11-01), Aubouy et al.
Abstract of German Patent No. 2,648,054, dated 4/27/78.
Seyewetz et al, Bulletin Soc. Chim. France, 41: 197,203.
Korner, Jahresber. Fortschritte Chem., 1875, p. 323.
Beilstein Handbuch, 12, p. 735, Syst. No. 1671, (1929).
Flurscheim, J. Chem. Soc., 93: 1773-74 (1908).
Hall, J. Amer. Chem. Soc., 52: 5115 and 5122 (1930).
Pausacker et al, Austral. J. Chem., 12: 430 (1959).

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