Conversion of 3-(pyridinyl)-2-cyclohexen-1-one to 3-(pyridinyl)anilines
US4075217A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Nov 1, 1976 |
| Grant date | Feb 21, 1978 |
| Priority date | — |
| Expiry date | Nov 1, 1996 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D213/79
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.