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Synthesis of new heterocyclic compounds using 2-(4,7-dichloro-3,3-dimethyl-indolin-2-ylidene)malonaldehyde

Author(s): Razieh Mohammadnejad Aghdam | Mehdi M. Baradaran | Arash Afghan

Journal: Current Chemistry Letters
ISSN 1927-7296

Volume: 2;
Issue: 1;
Start page: 13;
Date: 2013;
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Keywords: Vilsmeier reagent | Malondialdehyde | Pyrazole | Pyrimidone | Thiopyrimidone

1-(2,5-Dichlorophenyl)hydrazine was converted via Fischer synthesis with isopropylmethylketone into 4,7-dichloro-2,3,3-trimethyl-3H-indole. Exposure of the indolenine to the vilsmeier reagent produced amino methylene malondialdehyde which reacted with hydrazine, arylhydrazine, urea, cyanoacetamide and thiourea to give pyrazols, pyrimidones and thiopyrimidone, respectively.

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