Organic compounds -- part of the class 532-570 series – Organic compounds – Halogen containing
Patent
1988-04-05
1989-12-12
Higel, Floyd D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Halogen containing
534558, 534565, 534559, 534581, 570123, 570127, C07C 1722, C07C 2513, C07C 2518, C07D21302
Patent
active
048869201
ABSTRACT:
An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride wherein the diazotized reaction mixture includes an oxidizing agent such as nitrosonium ion from excess diazotization agent. The improvement includes, prior to decomposing the diazonium fluoride, adding to the diazotized reaction mixture a member selected from hydrazine, aromatic hydrazine, semi-carbazide, thio-semicarbazide, acid salts thereof, sulfur dioxide, sodium sulfate, and sodium bisulfite to remove at least a portion of the oxidizing agent. Urea was found to be ineffective.
REFERENCES:
patent: 2606183 (1952-04-01), Head et al.
patent: 2861984 (1958-11-01), Gordon et al.
patent: 3160623 (1964-12-01), Anello et al.
patent: 3405116 (1968-10-01), Ischer
patent: 3406161 (1968-10-01), Dore et al.
patent: 3471511 (1969-10-01), Kollonitsch
patent: 3915953 (1975-10-01), Mori et al.
patent: 4096196 (1978-06-01), Boudakian
Kirk-Othmer, "Encyclopedia of Chemical Technology", 2nd Ed., vol. 11, pp. 174 and 175; vol. 19, pp. 242 and 247 (1966).
Fisher, E., Ber. 10, 1334 (1877).
Curtius, T., Ber. 26, 1263 (1893).
Wohl, A., and Schiff, H., Ber. 33, 2741 (1900).
Griess, P., Ber. 9, 1659 (1876).
Grandmougin, E., Ber. 40, 422 (1907).
Forster, M. O. and Withers, J. C., J. Chem. Soc., 103 266 (1913).
Clusius, K., and Weisser, H. R., Helv. Chim. Acta, 35, 1548 (1952).
Tilden, W. A. and Miller, J. H., J. Chem. Soc. 63 256 (1893).
Griess, P., Ber. 19, 313 (1886).
Fischer, E. Ber. 9, 880 (1876); ibid, 1840.
Wallach, O., and Tewes, A. Chem. Zentr., 1899, II, 1050.
Smith, P. A. S., and Brown B. B., J. Am. Chem., Soc., 73, 2438 (1951).
L'Abbe, G., Chem. Rev., 69, 345 (1969).
Ng, J. S., Katzenellenbogan, J. A. and Kilbourn, M. R., J. Org. Chem., 46, 2520 (1981).
Mulvey, D. M., DeMarco, A. M. and Weinstock, L. M., Tet. Lett., No. 16, 1419 (1978).
Strecker, A. and Romer, A. Ber. 4, 784 (1871).
Fischer, E. Ber. 8, 589 (1875); ibid, 1005; ibid, 1691.
Saunders et al., Aromatic Diazo Compounds, 3rd Ed., pp. 725-730.
Wannagat et al., Jagrg. 88, Nr. 12 (1955), pp. 1839-1846.
Fitzpatrick et al., J. Chem. Soc. Perkin Trans. II, pp. 927-932 (1984).
Higel Floyd D.
Mallinckrodt Inc.
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