Skip to main content
Log in

Methods of preparation of halonitroacetic acid derivatives and study of the fungicidal activity of their amides and anilides on Sclerotinia sclerotiorum

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

Anilides (II)-(XIII), (XV), (XVI), (XIX), and chloronitroacetamide (XVIII) were obtained in a yield of 38–90% by ammonolysis of the corresponding dichloro- (I) and chloronitroacetyl chlorides (XIV). Dichloronitroacetanilides (II), (V), ethyl (XX), propyl (XXI) esters and amide of dichloronitroacetic acid (XXII) were obtained by chlorination of anhydrous ammonium and sodium salts by sulfuryl chloride in absolute ether. Bromination of anhydrous salts of bromo- and chloronitroacetic acids proceeds readily in absolute alcohol. The yields of the bromination [(XXIII)-(XXVIII)] and chlorination products were 49–99%. Results are given of tests of some of the amides and anilides obtained for the inhibition of growth and development of theSclerotinia sclerotiorum fungus.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. I. V. Martynov and A. I. Yurtanov, Usp. Khim.,58, 1474 (1989).

    Google Scholar 

  2. I. V. Martynov, A. I. Yurtanov, Yu. Ya. Ivanov, et al., Dokl. Akad. Nauk SSSR,289, 109 (1986).

    Google Scholar 

  3. A. I. Yurtanov and I. V. Martynov, Pesticides, No. 3, 62 (1988).

    Google Scholar 

  4. V. I. Anufriev and A. A. Makhmutova, in: Summaries of Lectures of the All-Union Seminar on Chemistry of Physiologically Active Compounds, Chernogolovka (1989), p. 23.

  5. M. V. Tsybul'skaya, Yu. Ya. Ivanov, A. I. Yurtanov, and I. V. Martynov, Paper Deposited at VINITI, No. 3529-85-dep., May 22 (1985); Ref. Zh. Toksikologiya, No. 8, 75 (1985).

  6. I. V. Martynov, Yu. L. Kruglyak, and S. P. Makarov, Zh. Obshch. Khim.,33, 3382 (1963).

    Google Scholar 

  7. A. I. Yurtanov and I. V. Martynov, Izv. Akad. Nauk SSSR. Ser. Khim., 1572 (1986).

  8. I. V. Martynov, Yu. L. Kruglyak, and N. F. Privezentseva, Zh. Org. Khim.,5, 432 (1969).

    Google Scholar 

  9. D. Wyman, P. Kaufman, and W. Freeman, J. Org. Chem.,29, 2706 (1964).

    Google Scholar 

  10. A. I. Yurtanov, A. N. Chekhlov, and I. V. Martynov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 10, 2431 (1988).

    Google Scholar 

  11. V. T. Piven' and I. I. Shulyak, in: Scientific Technical Bulletin of the All-Union Scientific Research Institute of Oil-Producing Cultures [in Russian], No. 86, Krasnodar (1984), p. 38.

    Google Scholar 

  12. A. K. Macbeth and D. Traill, J. Chem. Soc., 892 (1925).

  13. S. K. Brownstein, J. Org. Chem.,23, 113 (1958).

    Google Scholar 

  14. W. Steinkopf, Ber.,41, 3571 (1908).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 823–830, April, 1991.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yurtanov, A.I., Anufriev, V.I., Kulish, E.V. et al. Methods of preparation of halonitroacetic acid derivatives and study of the fungicidal activity of their amides and anilides on Sclerotinia sclerotiorum. Russ Chem Bull 40, 721–727 (1991). https://doi.org/10.1007/BF00958561

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00958561

Keywords

Navigation