Process for preparing aromatic fluorides

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

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534565, 546159, 546304, C07C 1722, C07C 2513, C07C21538, C07C21172

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active

051070464

ABSTRACT:
An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride. The improvement includes, prior to the decomposition of the diazonium fluoride, adding to the diazotizing reaction mixture, urea or a salt thereof in an amount sufficient to reduce the vapor pressure of hydrogen fluoride over the diazonium solution. Also disclosed is a process for reducing the vapor pressure over diazonium fluoride solutions.

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patent: 4092306 (1978-05-01), Eastlick
patent: 4096196 (1978-06-01), Boudakian
patent: 4886920 (1989-12-01), Cantrell
Olah et al., J. Org. Chem., 44(22) (1979).
Yoneda, Synthetic Communications, 19:865-871 (1989).
"An Improved Procedure for Diaotization Fluoro-Dediazoniation of Anilines Using Organic Base-HF Agents", Synthetic Communications 17 (6), 685-692 (1987).
"Heterolytic Dediazoniation of Benzenediazonium Ions . . .", Journal of the American Chemical Society, 97:1, Jan. 8, 1975, Olah et al.
Kollonitsch, "Antiprotozal 2-flurophenyl-4(5)-nitroimidazoles," Chemical Abstracts, 71:70002 (1964).

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