Preparation of fluorinated anilines

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260465D, 260465E, 260575, 560 18, 560 19, 560 22, 560 46, 560 47, 560142, C07C 8511

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041453646

ABSTRACT:
Fluorinated anilines, especially p-fluoroaniline and 2,4-difluoroaniline, are prepared by treating aromatic azides with anhydrous hydrogen fluoride. The aromatic azides, in turn, are prepared from the corresponding anilines by treatment with nitrous acid or salt thereof and an alkali metal azide in the presence of a mineral acid, and in an aqueous-nonaqueous, two-phase environment.

REFERENCES:
bamberger, "Ann.", 424, pp. 233-263 (1921).
Heller et al., "Nature", 168, pp. 909-910 (1951).
Patrick et al., "J. Org. Chem.", 39(12), pp. 1758-1761 (1974).
Bachrach et al., "Organic Synthesis", IV, pp. 74-78 (1954).
Finger et al., "J. Am. Chem. Soc.", 78, pp. 6034-6037 (1956).

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