Oxidation of 1,1-hydrazino-3,3-dimethyl-3,4-dihydroisoquinoline. X-Ray, spectroscopic, and quantum-chemical study of the structure of 3,3-dimethyl-3,4-dihydroisocarbostyryl azine

Article abstract of DOI:10.1007/BF00713609

3,3-Dimethyl-3,4-dihydroisocarbostyryl azine (2) has been synthesized by oxidation of 1-hydrazino-3,3-dimethyl-3,4-dihydroisoquinoline (1).The crystal and molecular structure of compound 2 were determined.It has been established that in the solid state, compound 2 exists as an azine tautomer.The IR, electronic, and NMR spectral data indicate that in solution the tautomeric form of 2 does not change.A possible mechanism of the oxidation of 1 to 2 is suggested. - Key words: dihydroisoquinoline derivatives; crystal structure; electronic, IR, and 1H NMR spectra; quantum-chemical calculation.