Preparation of N,N-difluoroamines

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

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260453P, 260694, 560 8, 560129, 562405, 562412, C07C 8518

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042345154

ABSTRACT:
N,N-difluoroamines are prepared by fluorination of compounds containing a >C.dbd.N-- bond using molecular fluorine or a hypofluorite in which the fluoroxy group is bonded to an inert electron attracting group, such hypofluorites including fluoroalkyl hypofluorites such as trifluoromethyl hypofluorite. The fluorination is advantageously conducted in the presence of an alkanol or other nucleophilic compound. Suitable starting materials include imino ethers and esters and aliphatic and aromatic Schiff's bases, use of the latter being particularly convenient.

REFERENCES:
patent: 3324181 (1967-06-01), Dineen et al.
patent: 3714215 (1973-01-01), d'Ostyrowick et al.
patent: 3751473 (1973-08-01), Hill et al.
Merritt et al., "J. Org. Chem.", vol. 32, pp. 416-419 (1967).
Moldavskii et al., "Chem. Ab.", vol 74, Abstract No. 99375p (1971).
Sidgwick, "The Organic Chemistry of Nitrogen", pp. 243 & 450 (1966).
Hesse et al., "Chem. Ab.", vol. 76, Ab. No. 72474z (1972).
Fieser et al., "Reagents for Organic Synthesis", vol. 4, p. 37 (1974).

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