β-Dicarbonyl compounds Communication 23. Acetoacetylurea

  • G. V. Kondrat'eva
  • V. I. Gunar
  • G. A. Kogan
  • S. I. Zav'yalov
Organic and Biological Chemistry

Conclusions

  1. 1.

    By the reaction of urea with ketene dimer in presence of pyridine in a toluene medium we obtained acetoacetylurea, and some of its reactions at the keto and methylene groups were studied.

     
  2. 2.

    The method of preparing 6-methyluracil was improved; it was obtained by the condensation of urea with ketene dimer in toluene in presence of pyridine and p-toluenesulfonic acid and by conducting this condensation in acetic acid in absence of any additions.

     
  3. 3.

    Conditions were found for the formation of 1-acetoacetyl-3-butylurea and also of 1- and 3-butyl6-methyluracils by the reaction of ketene dimer with butylurea.

     

Keywords

Methylene Acetic Urea Acetic Acid Toluene 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    A. B. Boese, U. S. Patent 2,138,756, Nov. 29; Chem. Abstrs.,33, 2152 (1939).Google Scholar
  2. 2.
    Y. Iwakura, K. Nagakubo, and C. Hosogane, J. Chem. Soc., Japan, Ind. Chem. Sect.57, 947 (1954).Google Scholar
  3. 3.
    N. V. Khromov-Borisov and R. S. Karlinskaya, Zh. obshch. khimii,26, 1728 (1956).Google Scholar
  4. 4.
    V. V. Perekalin and T. A. Sokolova, Uspekhi khimii,25, 1367 (1956).Google Scholar
  5. 5.
    H. C. Bucha, W. E. Cupery, J. E. Harrod, H. M. Loux, and L. M. Ellis, Science137, No. 3529 (1962).Google Scholar
  6. 6.
    B. Eistert, F. Arndt, L. Loewe, and E. Aysa, Ber.,84, 156 (1951).Google Scholar
  7. 7.
    Organic Syntheses [Russian translation], Moscow, (1949),2, p. 335.Google Scholar
  8. 8.
    F. F. Heyroth and J. R. Loofbourow, J. Amer. Chem. Soc.,56, 1728 (1934).Google Scholar
  9. 9.
    N. G. Chernova and A. S. Khokhlov, Zh. obshch. khimii,30, 1281 (1960).Google Scholar

Copyright information

© Consultants Bureau 1967

Authors and Affiliations

  • G. V. Kondrat'eva
    • 1
  • V. I. Gunar
    • 1
  • G. A. Kogan
    • 1
  • S. I. Zav'yalov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

Personalised recommendations