Ortho-mono-substituted amino)phenylimines

Details Ortho-mono-substituted amino)phenylimines Ortho-mono-substituted amino)phenylimines

1986-12-30

1989-05-16

Raymond, Richard L.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540593, 546166, 546223, 548557, 548559, 564269, 564272, 564274, 564275, C07D22506, C07C 8518

Patent

active

048311324

ABSTRACT:
Novel ortho-(mono-substituted amino)phenylimines being intermediates to psychotropic drugs and other drugs are economically and industrially prepared by reacting anilines with nitriles in the presence of a boron trifluoride ether adduct and a halide-type Lewis acid, if necessary together with an organic base. Furthermore, the imines can be hydrolyzed with an acid to afford the corresponding ketones.

REFERENCES:
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patent: 3440281 (1969-04-01), Fryer et al.
patent: 4045576 (1977-08-01), Welstead, Jr. et al.
patent: 4160784 (1979-07-01), Sugasawa et al.
patent: 4560684 (1985-12-01), Sugasawa et al.
Sugasawa et al. II, "Aminohaloforane in Organic, etc" JACS 100 (1978) 4842.
Huggett et al., "The Relative Lewis Acidities, etc" CA 93: 138590u.
Sasakura et al, "Aminohaloborane in Organic, etc.", Chem. Pharm. Bull. 33 1836 (1985).
Sugasawa, "Ortho-exclusive Friedel-Crafts etc." Yoshida, ed. New Synthetic Methodology, etc. (1986).

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