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Flash vacuum pyrolysis of 1-azolyl-1-phenylhydrazono-2-propanones

✍ Scribed by Osman M. E. El-Dusouqui; Hicham H. Dib; Nouria A. Al-Awadi; Mervat M. Abdelkhalik; Alya M. Al-Etaibi

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
280 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Flash vacuum pyrolysis (FVP) of 1-(2-arylhydrazono)-1-(1H-1,2,4-triazol-1-yl)acetone 8a-c at 650Β°C and 2.67 Pa yielded 5-substituted 1-(1H-indazol-3-yl)ethanone 14a-c and 4,6-disubstituted cinnoline 18a-c. Similarly FVP of 1-(1H-benzo[d]imidazol-1-yl)-1-(2-phenylhydrazono)acetone 9a-c gave 8Hbenzo[4',5']imidazo[2',1':5,1]pyrrolo[2,3-c]cinnoline derivatives 23a-c. A plausible mechanism is suggested to account for their transformation based on the kinetics and products of reaction.

πŸ“œ SIMILAR VOLUMES

Thermal rearrangements of 1,2-dialkoxybe
Thermal rearrangements of 1,2-dialkoxybenzenes by flash vacuum pyrolysis
✍ GrΓΆschl, Dieter ;Meier, Herbert πŸ“‚ Article πŸ“… 1995 πŸ› John Wiley and Sons 🌐 English βš– 133 KB

## Abstract Flash vacuum pyrolysis of 1,2‐dialkoxybenzenes 1a‐c leads to the liberation of alkanes from the interacting side chains. A rearrangement of the skeleton yields the __o__‐hydroxy carbonyl compounds 2 and 4. The generation of phenol 3 can be rationalized by a decarbonylation. The latter r