Process for the preparation of 2,6-difluoroaniline

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

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570143, 570147, C07C20926

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050915800

ABSTRACT:
2,6-Difluoroaniline is prepared from 1,2,3-trichlorobenzene by partial fluorine exchange to a mixture of 2,6-difluorochlorobenzene and 2,3-difluorochlorobenzene, amination of the chloro substituents, and separation of the desired product from the isomeric 2,3-difluoroaniline. By incorporating a selective reduction into the process immediately after the partial fluorine exchange, the undesirable 2,3-difluorochlorobenzene is converted into valuable ortho-difluorobenzene and the 2,3-difluoroaniline isomer is avoided.

REFERENCES:
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patent: 4197259 (1980-04-01), Guzik
patent: 4918251 (1990-04-01), Halvachs
patent: 4937397 (1990-06-01), Pews et al.
Florin et al., "Reactions of Aromatic Fluorocarbons with Hydrogen", Journal of Research of National Bureau of Research, vol. 62, No. 3, Mar. 1959, p. 119.
J. Fluorine Chem., 2, 19 (1972/73), R. H. Shiley et al.
Doklady Akad. Nauk S.S.R., 127, 1225 (1959), N. N. Vorozhtsov.

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