Conclusions
-
1.
Cyclocondensation of 1-halogenated-1-(acylamino)-2-alkanones with o-phenylene diamine or derivatives of 5,6-diaminopyrimidine gave 2-alkylquinoxalines and 7-alkylpteridines respectively.
-
2.
The reaction of 1-bromo-1-acetamidoacetone with hydrazine in aqueous solution gave the dihydrazone of methylglyoxal, a synthone for the preparation of 6-methylpterine.
Similar content being viewed by others
Literature cited
S. I. Zav'yalov, and G. I. Ezhova, Izv. Akad. Nauk SSSR, Ser. Khim., 2079 (1983).
W. Pfleiderer, H. Zondler, and R. Mengel, Liebigs Ann. Chem.,741, 64 (1970).
S. I. Zav'yalov and G. I. Ezhova, Izv. Akad. Nauk SSSR, Ser. Khim., 1044 (1979).
H. McNab, J. Chem. Soc., 357 (1952).
R. G. Jones and K. C. Laughlin, Org. Synth. Coll.,4, 824 (1963).
J. K. Landquist and G. J. Stacey, J. Chem. Soc., 2822 (1953).
R. Kazlauskas, P. T. Murphy, and R. J. Wells, Austral. J. Chem.,35, 165 (1982).
S. L Zav'yalov and T. K. Budkova, Izv. Akad. Nauk SSSR, Ser. Khim., 1326 (1979).
S. I. Zav'yalov and A. G. Zavozin, Izv. Akad. Nauk SSSR, Ser. Khim., 1912 (1981).
D. R. Seeger, D. B. Cosulich, J. M. Smith, and M. B. Hultquist, J. Am. Chem. Soc.,71, 1753 (1949).
S. I. Zav'yalov and L. F. Ovechkina, Izv. Akad. Nauk SSSR, Ser. Khim, 1919 (1979).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp 1590–1593, July, 1984.
Rights and permissions
About this article
Cite this article
Zav'yalov, S.I., Ezhova, G.I. & Budkova, T.K. 1-Halogenated-1-(acylamino)-2-alkanones as synthones for the preparation of quinoxalines and pteridines. Russ Chem Bull 33, 1459–1462 (1984). https://doi.org/10.1007/BF00956526
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00956526