Synthesis of 6-formylpterin

  • S. I. Zav'yalov
  • L. F. Ovechkina
Brief Communications


  1. 1.

    The reaction of 2,6-diamino-4-hydroxy-5-formamidopyrimidine with pyruvaldehyde gives a mixture of the 6- and 7-methylpterins in a 1∶3 ratio.

  2. 2.

    The condensation of 2-amino-4-hydroxy-5-phenylazo-6-chloropyrimidine with the ethylene ketal of aminoacetone, followed by reduction of the phenylazo group, hydrolysis, and cyclization leads to the formation of 6-methyl-7,8-dihydropterin.

  3. 3.

    The oxidation of 6-methylpterin with SeO2 in AcOH in the presence of NiCl2 gives 6-formylpterin.



Oxidation Ethylene Hydrolysis Ketal AcOH 
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.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    V. M. Berezovskii, Chemistry of Vitamins [in Russian], Pishch. Prom. (1973), p. 463.Google Scholar
  2. 2.
    W. Pfleiderer, Ber.,90, 2274 (1974).Google Scholar
  3. 3.
    C. B. Storm, R. Shiman, and S. Kaufman, J. Org. Chem.,36, 3025 (1971).Google Scholar
  4. 4.
    W. Pfleiderer, H. Zondler, and R. Mengel, Ann. Chem.,741, 67 (1970).Google Scholar
  5. 5.
    G. B. Elion, A. E. Light, and G. H. Hitchings, J. Am. Chem. Soc.,71, 741 (1949).Google Scholar
  6. 6.
    S. I. Zav'yalov and T. K. Budkova, Izv. Akad. Nauk SSSR, Ser. Khim., 2136 (1973).Google Scholar
  7. 7.
    W. R. Boon and T. Leigh, J. Chem. Soc., 1497 (1951).Google Scholar
  8. 8.
    J. Adachi and N. Sato, J. Org. Chem.,37, 221 (1972).Google Scholar
  9. 9.
    M. Viscontini and J. Bieri, Helv. Chim. Acta,54, 2291 (1971).Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • S. I. Zav'yalov
    • 1
  • L. F. Ovechkina
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

Personalised recommendations