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Synthesis of substituted 5H-pyradazino [3,4-b]-1,4-benzoxazine (3,4-diazaphenoxazine)

III. Synthesis of 2-chloro-10-alkyl- and 2-chloro-10-dialkylaminoalkyl-3,4-diazaphenoxazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

10-Methyl-2-chloro- and 2-chloro-3-methyl-3,4-diazaphenoxazines as well as 2-oxo-3,10-dimethyl-2,3-dihydro-3, 4-diazaphenoxazine were obtained by methylation of 2-chloro-3,4-diazaphenoxazines. Depending on the conditions, alkylation of 2-chloro-3,4-diazaphenoxazine with β-diethylaminoethyl chloride gave 1-ethylimidazolino[1′,2′∶1,2]pyridazo[3,4-b]-1,4-benzoxazine or 2-ethoxy-10-(β-diethylaminoethyl)-3,4-diazaphenoxazine. A number of 10-alkyl- and 10-dialkylaminoalkyl-2-chloro-3,4-diazaphenoxazines were obtained by condensation of 3,4,6-trichloropyridazine with substituted o-aminophenols.

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical Chemistry Institute, Moscow

    T. V. Gortinskaya, V. G. Nyrkova, N. V. Savitskaya & M. N. Shchukina

Authors
  1. T. V. Gortinskaya
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  2. V. G. Nyrkova
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  3. N. V. Savitskaya
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  4. M. N. Shchukina
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Additional information

See [1] for communication II.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 750–754, June, 1971.

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Gortinskaya, T.V., Nyrkova, V.G., Savitskaya, N.V. et al. Synthesis of substituted 5H-pyradazino [3,4-b]-1,4-benzoxazine (3,4-diazaphenoxazine). Chem Heterocycl Compd 7, 698–702 (1971). https://doi.org/10.1007/BF00476810

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  • DOI: https://doi.org/10.1007/BF00476810

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