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Pyrolytic behavior of substituted N ‐aminoheteroaromatics: Synthesis of pyrazolo[1,5‐ a ]pyridine and 3‐substituted 3‐oxopropionitrile derivatives
Author(s) -
AlAwadi Nouria A.,
Patel Mehul,
Dib Hicham H.,
Abdelkhalik Mervat
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440501
Subject(s) - chemistry , flash vacuum pyrolysis , pyridine , pyrolytic carbon , pyrolysis , torr , medicinal chemistry , aryl , organic chemistry , alkyl , physics , thermodynamics
Flash vacuum pyrolysis (FVP) of 1,7‐bis‐(3‐aroylideneamino)‐4,6,10,12‐tetramethyl‐2,8‐dioxo‐1,7‐diazacyclododeca‐3,5,9,11‐tetraene‐3,9‐dicarbonitriles 11a‐c at 650°C and 0.02 Torr yielded 5,7‐dimethyl‐3‐(4‐methylbenzoyl)‐pyrazolo[1,5‐ a ]pyridine‐4‐carbonitrile 14 , 4,6‐dimethyl‐2‐oxo‐1,2‐dihydropyridine‐3‐carbonitrile 16 and 3‐aryl‐3‐oxo‐propionitriles 17a,b . A plausible mechanism is suggested to account for the formation of the products.