Premium
Chemical Interactions between Aminopyrazoles and 2,3‐Dicyano‐1,4‐naphthoquinone
Author(s) -
Hassan Alaa A.,
Mohamed Nasr K.,
Ibrahim Yusria R.,
Mourad AboulFetouh E.
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1993199301112
Subject(s) - chemistry , naphthoquinone , indane , yield (engineering) , 1,4 naphthoquinone , medicinal chemistry , stereochemistry , combinatorial chemistry , photochemistry , organic chemistry , materials science , metallurgy
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.