PHOTOCHEMICAL DIMERIZATION OF 2-AMINOPYRIDINES AND 2-PYRIDONES

Journal Article · Wed Mar 20 04:00:00 EST 1963 · Journal of the American Chemical Society (U.S.)

DOI:https://doi.org/10.1021/ja00889a027· OSTI ID:4714007

Taylor, E C; Kan, R O

Ultraviolet irradiation of 2-aminopyridine, 2-amino-5chloropyridine, 2- amino-3-methyl-, 4-methyl-, 5-methyl -, and 6-methylpyridines, and of N,6- dimethyl-2-iminopyridine in hydrochioric acid solution resulted in the formation of 1,4-dimers. A similar series of photodimers was prepared from the correspondiiig 2-pyridones, and the two series were directly interrelated by alkaline hydrolysis of the tetrahydro dimer of 2-aminopyridine to the tetrahydro dimer of 2-pyridone. Assignment of the anti-trans configuration to all dimers was made on the basis of a detailed study of their n.m.r. spectra. The unusual chemical and physical properties of these dimers are discussed. (auth)

• Research Organization: Princeton Univ., N.J.
• Sponsoring Organization: USDOE
• NSA Number: NSA-17-018097
• OSTI ID: 4714007
• Journal Information: Journal of the American Chemical Society (U.S.), Journal Name: Journal of the American Chemical Society (U.S.) Vol. Vol: 85; ISSN JACSA
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

CHEMISTRY
CONFIGURATION
DIMERIZATION
HYDROCHLORIC ACID
HYDROLYSIS
IRRADIATION
NUCLEAR MAGNETIC RESONANCE
PHOTOCHEMISTRY
POLYMERIZATION
PYRIDINES
SOLUTIONS
ULTRAVIOLET RADIATION