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Indole derivatives

LVIII. Reaction of β-(3-indolyl)acrylaldehyde with hydrazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-Acetyl-5-(3-indolyl)pyrazoline and 1-phenyl-5-(3-indolyl)pyrazoline were obtained by the reaction of β-(1-acetyl-3-indolyl)acrylaldehyde with hydrazine hydrate and phenylhydrazine, respectively, in the presence of acetic acid with subsequent alkaline hydrolysis. The dehydration of the indole derivatives of pyrazoline was studied. α-Bromo-β-(1-acetyl-3-indolyl)acrylaldehyde, which gives 3(5)-(3-indolyl)pyrazole and 1-phenyl-5-(1-acetyl-3-indolyl)pyrazole with hydrazine hydrate in alcohol and phenylhydrazine in acetic acid, respectively, was obtained by the addition of bromine to β-(1-acetyl-3-indolyl)acrylaldehyde and dehydrobromination of the addition product.

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See [1] for Communication LVII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1508–1511, November, 1970.

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Gorbunova, V.P., Turchin, K.F. & Suvorov, N.N. Indole derivatives. Chem Heterocycl Compd 6, 1406–1409 (1970). https://doi.org/10.1007/BF00476783

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  • DOI: https://doi.org/10.1007/BF00476783

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