Abstract
The reaction of 6-amino-1,3-dimethylpyrrolo[3,4-d]pyrimidine-2,4-dione with 1,3-diketones leads to formation of predominantly pyrimido[4',5':3,4]pyrrolo[1,2-b]pyridazine-2,4(1H,3H)-diones and, to a lesser extent, pyrimido[5',4':3,4]pyrrolo[1,2-b]pyridazine-1,3(2H,4H)-diones. The ease and direction of the cyclization reaction suggests a very π-electron rich pyrrole ring in the initial state, especially in the position 7.
Similar content being viewed by others
REFERENCES
Yu. N. Tkachenko,E. B. Tsupak, andA. F. Pozharskii, Khim. Geterotsikl. Soedin., 368 (2000).
Yu. N. Tkachenko,E. B. Tsupak, andA. F. Pozharskii, Khim. Geterotsikl. Soedin., 375 (1999).
K. Hirota,Y. Yamada,T. Asao, andS. Senda, Chem. Pharm. Bull. 29, 1525 (1981).
A. F. Pozharskii, Theoretical Principles of Heterocyclic Chemistry [in Russian], Khimiya, Moscow (1985), p. 62.
CAChe 4.4 for Windows, USA: CAChe Group, Fujitsu Systems Business of America, URL: http://www.cachesoftware.co
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Tsupak, E.B., Shevchenko, M.A., Pozharskii, A.F. et al. Pyrrolopyrimidines. 5. Reaction of 6-Amino-1,3-dimethylpyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-diones with 1,3-Diketones. Chemistry of Heterocyclic Compounds 39, 953–959 (2003). https://doi.org/10.1023/A:1026110808089
Issue Date:
DOI: https://doi.org/10.1023/A:1026110808089