Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
Ring Closure in Quinonylmethane Dyes On the Reactivity of the Cyciohexyl Moiety in 2-Chloro-3-[(1-cyclohexyl-6-fluoro-3-methyl-1H-quinoxalin-2-ylidene)niethyl]-1,4-naphthoquinoncThe reactive title compound (1a, X = F, R1 = C6H11, R2=Cl) was obtained from the reaction of 1-cyclohexyl-6-fluoro-2,3-dimethylquinoxalinium perchlorate with 2,3-dichloro-1,4-naphthoquinone. Upon treatment with pyridine and acetic acid in acetone and separation of the desired naphthophenazinone 2a, an unexpected azepinoquinoxaline 4a was isolated. The structure of 4a was determined by its mass and 360-MHz-1H-NMR. spectra in connection with decoupling experiments.
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