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Sulphanilylguanidine
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  • Letter
  • Published: 05 July 1941

Sulphanilylguanidine

  • TOM DEWING1 &
  • SYDNEY SMITH2 

Nature volume 148, page 24 (1941)Cite this article

  • 311 Accesses

  • 4 Citations

  • Metrics details

Abstract

IN view of the present interest in the trial of Sulphanilylguanidine for the treatment of bacillary dysenteries1 it may be useful to direct attention to a convenient method for the preparation of this substance by the fusion of sulphanilamide with dicyandiamide which we described some years ago. In our original description of this reaction2 it was assumed that the substance isolated was formed by the addition of the cyanamide group at the N4 position to give 4–sulphonamidophenylguanidine; NH: (NH2) CNHC6H4.SO2NH2; actually addition takes place at the Nl position to give Sulphanilylguanidine, NH2C6H4.SO2NH.C(NH2): NH completely identical with the product recently obtained by Marshall et al.3 by the interaction of p–acetylaminobenzesulphonyl chloride and guanidine. Marshall's synthesis leaves no doubt about the correct constitution of the substance, which is confirmed also by the insolubility of the substance in alkali and the development of colour on diazotizing and coupling.

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References

  1. Marshall, E. K., Bratton, A. C., Edwards, L. B., and Walker, E., Bull. Johns Hopkins Hosp., 94 (January, 1941).

  2. Buttle, Dewing, Foster, Gray, Smith and Stephenson, Biochem. J. 32, 1101 (1938).

    Article  CAS  Google Scholar 

  3. Marshall, Bratton, White and Litchfield, Bull. Johns Hopkins Hosp. 67, 163 (1940).

    Google Scholar 

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Author information

Authors and Affiliations

  1. Wellcome Chemical Works, Dartford

    TOM DEWING

  2. Wellcome Chemical Research Laboratories, Beckenham

    SYDNEY SMITH

Authors
  1. TOM DEWING
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  2. SYDNEY SMITH
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DEWING, T., SMITH, S. Sulphanilylguanidine. Nature 148, 24 (1941). https://doi.org/10.1038/148024a0

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  • Issue date: 05 July 1941

  • DOI: https://doi.org/10.1038/148024a0

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This article is cited by

  • Industrial method for the preparation of p-aminobenzenesulfonylguanidine (sulgin)

    • D. F. Skurydina
    • M. G. Pleshakov
    • L. F. Trifonova

    Pharmaceutical Chemistry Journal (1976)

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