New syntheses of 5,6- and 7,8-diaminoquinolines

• Maroš Bella and
• Viktor Milata

Beilstein J. Org. Chem. 2013, 9, 2669–2674, doi:10.3762/bjoc.9.302

• .9.302 Abstract The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines

• . Dechlorination of 4-chloro-7,8-diaminoquinoline gave 7,8-diaminoquinoline hydrochloride which was successfully employed as starting material in the synthesis of condensed nitrogen heterocycles. Keywords: chlorination; deselenation; nitrogen heterocycles; o-diaminoquinolines; selenadiazoloquinolones

• -substituted quinolines, making their separation necessary. To avoid these drawbacks, the readily available angularly annelated selenadiazoloquinolones, prepared as detailed in our previous papers [13][14], were employed as the precursors of o-diaminoquinoline derivatives. The preparation and application of