5404-88-6Relevant articles and documents
Green Regioselective Synthesis of (Purin-6-yl)hydrazones
Kapadiya,Dhalani,Patel
, p. 1575 - 1579 (2019)
Some unique purine hydrazinylidene derivatives were synthesized by the regioselective reaction of 2,6-dichloropurine with hydrazine hydrate, followed by condensation with commercially available 1,3-dicarbonyl compounds according to a green chemistry approach. The structures of the synthesized compounds were confirmed by 1H and 13C NMR, IR, and mass spectra and elemental analyses. The regioselectivity of chlorine substitution in 2,6-dichloropurine was established by HMBC (Heteronuclear Multiple Bond Correlation) NMR technique.
Reduction of different electron-poor N-heteroarylhydrazines in strong basic conditions
Unciti-Broceta, Asier,Pineda De Las Infantas, Maria J.,Gallo, Miguel A.,Espinosa, Antonio
, p. 1754 - 1762 (2008/02/03)
The first application of the Wolff-Kishner reduction methodology to electron-poor heteroaromatic compounds is reported. Hydrazino-containing heterocycles with hydrazone-type tautomery have been reduced under basic conditions. This novel chemistry was successfully applied to mono-dehalogenate a number of electron-poor heterocycles in a regioselective manner. According to the experimental results, this reductive process is a base-catalyzed reaction that takes only place in the presence of air, probably through an oxygen-assisted mechanism. As consequence of the specific features of this kind of hydrazone/enehydrazine tautomers, the overall outcome of the process is the synthesis of a Shapirotype reduction product by simply using a milder version of the Huang-Minlon methodology.