[Reactions between 1,2-naphthoquinones and arylhydrazines]  .
1,2-Naphthoquinone (8) reacts with arylhydrazines 2 in acetic solution to give 1,2-naphthoquinone-2-arylhydrazones 13 and 2-arylazo-1-naphtholes, respectively. 4-Arylhydrazino-1,2-naphthoquinones 11 are not obtained. On the other hand 8 reacts with the same arylhydrazones 2 in neutral methanolic solution to give 11 and 13. The formation of 13 is remarkable, because 1,4-naphthoquinone (1) does not react with arylhydrazones 2 in neutral methanolic solution to give 6 and because arylhydrazones usually are condensed in acidic solution.
Kallmayer
H J
HJ
Fachrichtung Pharmazeutische Chemie der Universität des Saarlandes, Saarbrücken, Germany.
Kruppert
C
C
D006834:Hydrazines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009285:Naphthoquinones / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D006834:Hydrazines; D009285:Naphthoquinones