Advertisement

Chemistry of Heterocyclic Compounds

, Volume 1, Issue 3, pp 233–236 | Cite as

Investigations on 2, 1, 3-thia- and selenadiazoles

XXXVIII. Derivatives of 5-methyl-4-hydroxy- and 4-ethoxybenzo-2, 1, 3-thiadiazoles
  • V. G. Pesin
  • I. A. Belen'kaya-Lotsmanenko
Article

Abstract

Nitration and nitrosation of 4-hydroxy-5-methyl-benzo-2, 1, 3-thiadiazole gives 4-hydroxy-5-methyl-7-nitro-and 4-hydroxy-5-methyl-7-nitrosobenzo-2, 1, 3-thiadiazoles. Oxidation of the latter, or of 4,7-diamino-5-methylbenzo-2,1,3-thiadiazole gives 5-methyl-4,7-dihydroxy-2, 1, 3-thiadiazole, forming derivatives with sodium bisulfite or hydroxylamine, and reduced by sodium dithionite to 5-methyl-4, 7-dihydroxybenzo-2, 1, 3-thiadiazole. The latter is also obtained by diazotizing 5-methyl-4-hydroxy-7-aminobenzo-2, 1, 3-thiadiazole, and decomposing the diazonium salt. Nitration of 4-ethoxybenzo-2, 1, 3-thiadiazole with sodium ethoxide gives 4-ethoxy-7-aminobenzo-2, 1, 3-thiadiazole, acetylated to 4-ethoxy-7-acetaminobenzo-2, 1, 3-thiadiazole.

Keywords

Oxidation Sodium Organic Chemistry Nitration Hydroxylamine 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    V. G. Pesin, I; A. Belen'kaya-Lotsmanenko, and A. M. Khaletskii, ZhOKh, 34, 3763, 1964.Google Scholar
  2. 2.
    V. M. Berezovskii, Chemistry of the Vitamins [in Russian], Pishchepromizdat, Moscow, 1959.Google Scholar
  3. 3.
    V. G. Pesin, V. A. Sergeev, and A. M. Khaletskii, ZhOKh, 34, 1986, 1964.Google Scholar
  4. 4.
    V. G, Pesin, A. M. Khaletskii, and V, A. Sergeev, ZhOKh, 33, 1759, 1963.Google Scholar
  5. 5.
    V. G. Pesin, A. M Khaletskii, and I. A. Lotsmanenko, ZhOKh, 33, 1746, 1963.Google Scholar

Copyright information

© The Faraday Press, Inc. 1966

Authors and Affiliations

  • V. G. Pesin
    • 1
  • I. A. Belen'kaya-Lotsmanenko
    • 1
  1. 1.Leningrad Chemical-Pharmaceutical InstituteUSSR

Personalised recommendations