Chemical Interactions between Aminopyrazoles and 2,3‐Dicyano‐1,4‐naphthoquinone

Abstract

Abstract 2,3‐Dicyano‐1,4‐naphthoquinone (DCNQ), the easily obtainable isomer of 2‐(dicyanomethylene)indane‐1,3‐dione (CNIND), reacts with arylazo‐, pyridylazo‐ and arylaminopyrazoles 1 – 3 via charge‐transfer (CT) complexation to yield pyrazolo[2,3‐α]quinazolinediones 10a–f and pyrazolo[2,3‐α]‐quinazolinyl acetates 11a–e . Furthermore, aminopyrazole 3 reacts with 2,3‐dichloronaphthoquinone (DCHNQ) to afford the naphthoquinoimidazopyrazole 13 . The mechanism of the formation of products 10 and 11 is discussed.