Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

A New Route to 1-Substituted Pyrazole-4-Carboxylic Acids

Abstract

1-PHENYLPYRAZOLE-4-CARBOXYLIC acid has been hitherto most successfully synthesized by chloromethylation of 1-phenylpyrazole and subsequent oxidation of the 4-chloromethyl-1-phenylpyrazole1, or by hydrolysis of the 4-cyano derivative formed from the anti-oxime of 4-formyl-1-phenylpyrazole2. A synthesis of this acid has now been achieved by the hydrolysis of 4-cyano-1-phenylpyrazole formed by a Sandmeyer type reaction from 1-phenylpyrazole-4-diazonium chloride. Replacement of the pyrazole-4-diazonium group by nitrile has hitherto been unsuccessful3,6.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Finar, I. L., and Godfrey, K. E., J. Chem. Soc., 2293 (1954).

  2. Finar, I. L., and Lord, G. H., J. Chem. Soc., 3314 (1957).

  3. Knorr, L., Ber., 28, 714 (1895).

    Article  CAS  Google Scholar 

  4. Hill, H. B., and Torrey, J., Amer. Chem. J., 22, 89 (1899).

    CAS  Google Scholar 

  5. Balcom, D., and Furst, A., J. Amer. Chem. Soc., 75, 4334 (1953).

    Article  CAS  Google Scholar 

  6. Morgan, G. T., and Ackerman, I., J. Chem. Soc., 123, 1308 (1923).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

O'DONOVAN, D., CARROLL, A. & REILLY, J. A New Route to 1-Substituted Pyrazole-4-Carboxylic Acids. Nature 185, 460–461 (1960). https://doi.org/10.1038/185460a0

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1038/185460a0

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing