Preparation of 5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-ones

Details Preparation of 5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-ones Preparation of 5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-ones

1984-09-28

1985-12-31

Raymond, Richard L.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

260384, 549241, 549246, C07D26510

Patent

active

045622540

ABSTRACT:
5-Fluorobenzoxazinones (I) ##STR1## where R is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, or trifluoromethyl, trifluoromethoxy, chlorodifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluoromethylmercapto or chlorodifluoromethylmercapto in the m- or p-position, are prepared by reacting the corresponding benzoxazinone (II) ##STR2## in particular one which is 5-chloro-substituted or 5-bromo-substituted, with a fluoride, in particular potassium fluoride, in the presence or absence of a solvent, by a process in which the reaction is carried out in the absence of water or using previously dried starting materials, and in the presence or absence of a decomposition inhibitor, drying preferably being carried out by treatment with an acid halide, e.g. thionyl chloride, and the inhibitor used being a metal iodide, e.g. sodium iodide, or iodine.

REFERENCES:
patent: 4315766 (1982-02-01), Hamprecht et al.
patent: 4359428 (1982-11-01), Jacobs et al.
Houben-Weyl, Methoden der Organischen Chemie, 4th Edition, vol. V/3, pp. 160, et seq.
Finger et al, J. Amer. Chem. Soc., 81 (1959), 2674.

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