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Investigations in the benzazole and naphthazole series

XXV. Structure and properties of methylated 1-benzazolyl-3,5-diphenylformazans

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The methylation of 1-benzazolyl-3, 5-diphenylformazans (I–III) with methyl iodide takes place at the nitrogen atom of the heterocycle and the methyl derivatives obtained do not undergo oxidation to free radicals-verdazyls. On methylation with diazomethane, 1-(benzimidazol-1′-yl)-3, 5-diphenylformazan (I) and 1-benzoxazolyl-3,5-diphenylformazan (III) form analogous methyl derivatives. In contrast to this, on methylation with diazomethane 1-benzothiazolyl-3, 5-diphenylformazan (II) is converted into a methyl derivative which, in benzene solution, undergoes spontaneous oxidation to 1-benzothiazolyl-3, 5-diphenylverdazyl (VII).

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References

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For part XXIV, see [1].

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Lipunova, G.N., Bednyagina, N.P. Investigations in the benzazole and naphthazole series. Chem Heterocycl Compd 5, 657–658 (1969). https://doi.org/10.1007/BF00957383

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  • DOI: https://doi.org/10.1007/BF00957383

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