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Heterocyclization of hydrazine with acetaldehyde and H2S

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Abstract

Hydrazine is regioselectively condensed with a mixture of acetaldehyde and H2S at a temperature below −10 °C to form 2,4,6,8-tetramethyl-3,7-dithia-1,5-diazabicyclo[3.3.0]-octane. The reaction at 0 °C with the reverse order of mixing of the starting reagents affords 2,4,6-trimethyl(1,3,5-dithiazinan-5-yl)amine as the major product.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation

    V. R. Akhmetova, G. R. Nadyrgulova, N. N. Murzakova & R. V. Kunakova

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    Z. A. Starikova & M. Yu. Antipin

Authors
  1. V. R. Akhmetova
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  2. G. R. Nadyrgulova
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  3. N. N. Murzakova
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  4. Z. A. Starikova
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  5. M. Yu. Antipin
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  6. R. V. Kunakova
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Corresponding author

Correspondence to V. R. Akhmetova.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1063–1065, May, 2009.

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Akhmetova, V.R., Nadyrgulova, G.R., Murzakova, N.N. et al. Heterocyclization of hydrazine with acetaldehyde and H2S. Russ Chem Bull 58, 1091–1093 (2009). https://doi.org/10.1007/s11172-009-0140-1

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  • DOI: https://doi.org/10.1007/s11172-009-0140-1

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