Oxygen-18 isotope effect in carbon-13 nuclear magnetic resonance spectroscopy. 4. Oxygen exchange of [1-13C,18O2]acetic acid in dilute acid

1981 ◽  
Vol 103 (15) ◽  
pp. 4389-4392 ◽  
Author(s):  
John M. Risley ◽  
Robert L. Van Etten
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Isotope Effect ◽  
Oxygen Exchange ◽  
Resonance Spectroscopy ◽  
Dilute Acid ◽  
Nuclear Magnetic

Synthesis, reactions, and nuclear magnetic resonance spectroscopy of 4-methyl-6H-pyrazolo(3,4-b)azepin-7-ones

1979 ◽  
Vol 57 (23) ◽  
pp. 3034-3040 ◽  
Author(s):  
Suresh Chandra Sharma ◽  
Brian Maurice Lynch
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Analgesic Effects ◽  
Ethyl Levulinate ◽  
Synthesis Reactions ◽  
Nuclear Magnetic

Reactions of various 5-aminopyrazoles with ethyl levulinate in acetic acid have been shown to furnish moderate to good yields of the correspondingly substituted 4-methyl-6H-pyrazolo-(3,4-b)azepin-7-ones, accompanied by the acetamidopyrazoles. The courses of methylation and of bromination reactions of some of the pyrazoloazepinones have been explored and defined, and conversion of one pyrazoloazepinone into 7-chloropyrazoloazepine and thence by nucleophilic displacements into 7-(substituted amino)pyrazoloazepines has been effected. Structural assignments, tautomeric preferences, and through-space interactions between substituents were established through nuclear magnetic resonance spectroscopy (1H and 13C). Some members of the pyrazoloazepinone series exhibit significant anti-inflammatory and analgesic effects in mice.

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