Conversion of 3-(pyridinyl)-2-cyclohexen-1-one to 3-(pyridinyl)a

Details Conversion of 3-(pyridinyl)-2-cyclohexen-1-one to 3-(pyridinyl)a Conversion of 3-(pyridinyl)-2-cyclohexen-1-one to 3-(pyridinyl)a

1976-11-01

1978-02-21

Rotman, Alan L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602955A, 2602955R, 260296M, C07D21302

Patent

active

040752178

ABSTRACT:
3-(4- OR 3-Pyridinyl)-2-cyclohexen-1-ones (I) and their oxime derivatives are useful in preparing (3-aminophenyl)-pyridines, in turn, useful in preparing known antibacterial agents. Also shown is the preparation of I by starting with the reaction of methyl vinyl ketone with either 1-(pyridinyl)-1-(lower-tertiary-amino)-ethylene (II) or lower-alkyl 3-(pyridinyl)-3-oxopropanoate. Also shown is the process of converting I to its oxime, acylating the oxime and heating the acylated oxime under acidic conditions to produce N-(lower-acyl)-3-(pyridinyl)-aniline (VII), and hydrolyzing VII under aqueous alkaline conditions to produce the corresponding 3-(pyridinyl)aniline.

REFERENCES:
marshall et al., J. Am. Chem. Soc. (vol. 75), pp. 2935-2939, June 5, 1953.

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