Process for making 2-bromopyridine

Details Process for making 2-bromopyridine Process for making 2-bromopyridine

1980-08-18

1981-09-22

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21361

Patent

active

042911656

ABSTRACT:
Disclosed is the improvement to the Craig process for producing 2-bromopyridine by the diazotization-bromination reaction of 2-aminopyridine with HBr in the presence of Br.sub.2 and a diazotization agent wherein the improvement is to conduct the reaction in the additional presence of H.sub.2 SO.sub.4 and to employ a molar ratio of HBr:2-aminopyridine in the range from about 1:1 to about 3.5:1 and to employ a molar ratio of H.sub.2 SO.sub.4 :HBr in the range from about 2:8 to about 8:2.

REFERENCES:
patent: 3153045 (1964-10-01), Thomas
Craig, J. Am. Chem. Soc., vol. 56, pp. 231-232 (1934).
Organic Synthesis, Coll. vol. III, pp. 136-138 (1955) Editor E. C. Horning, published J. F. Wiley, New York.
Milhailov, J. Appl. Chem., USSR, vol. 27, pp. 331-334 (1954).
Milhailov, Chemical Abstracts, vol. 49, entry 3961 (1955).
Chichibabin et al., Chemical Abstracts, vol. 10, pp. 2898-2899 (1916).
Boyer et al., J. Am. Chem. Soc., vol. 75, pp. 5298-5300 (1953).
Whitmore et al., J. Am. Chem. Soc., vol. 67, p. 394 (1945).
Giam, "Pyridine and Its Derivatives", Supplement Part III, R. A. Abromovitch, Ed., Interscience, Wiley, N.Y., p. 74 (1974).
Mertel., "Halopyridines", in Pyridine and Its Derivatives., E. Klingsberg, Ed., Part II, Interscience Pub. N.Y. (1961) pp. 379-383.

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