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Pyrolytic behavior of substituted N-aminoheteroaromatics: Synthesis of pyrazolo[1,5-a]pyridine and 3-substituted 3-oxopropionitrile derivatives

✍ Scribed by Nouria A. Al-Awadi; Mehul Patel; Hicham H. Dib; Mervat Abdelkhalik

Publisher: Journal of Heterocyclic Chemistry
Year: 2007
Tongue: English
Weight: 259 KB
Volume: 44
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570440501

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✦ Synopsis

Abstract

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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.

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