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Alkylation of tetrazoles with 1-halomethyl-2-methoxydiazene 1-oxides

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Abstract

Synthesis of halomethyl derivatives of 2-methoxydiazene 1-oxides was developed. It was shown that alkylation of tetrazole salts with bromomethyl and iodomethyl derivatives gave the mixtures of two isomers at the positions 1 and 2 of the tetrazole ring. Alkylation of 5-nitrotetrazole selectively afforded the isomer at the N(2) position of the tetrazole ring.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    S. V. Nikitin & G. A. Smirnov

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  1. S. V. Nikitin
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  2. G. A. Smirnov
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Corresponding author

Correspondence to S. V. Nikitin.

Additional information

The authors are grateful to the stuff of the Department of Structural Studies at N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences for the X-ray diffraction analysis.

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 7, pp. 1591–1597, July, 2023.

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Nikitin, S.V., Smirnov, G.A. Alkylation of tetrazoles with 1-halomethyl-2-methoxydiazene 1-oxides. Russ Chem Bull 72, 1591–1597 (2023). https://doi.org/10.1007/s11172-023-3938-3

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  • DOI: https://doi.org/10.1007/s11172-023-3938-3

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