PYRROLOPYRIMIDINES. 5. REACTION OF 6-AMINO-1,3-DIMETHYLPYRROLO[3,4-<i>d</i>]PYRIMIDINE-2,4(1H,3H)-DIONES WITH 1,3-DIKETONES

Authors

  • Е. Б. Цупак Rostov State University, Rostov-on-Don 344006
  • М. А. Шевченко Rostov State University, Rostov-on-Don 344006
  • А. Ф. Пожарский Rostov State University, Rostov-on-Don 344006
  • Ю. Н. Ткаченко Rostov State University, Rostov-on-Don 344006

Keywords:

N-aminopyrroles, acetylhydrazine, 1,3-diketones, pyrrolo[3,4-d]pyrimidine-2,4-diones, 1,3,6-trimethyluracil, Friedel–Crafts benzoylation, heterocyclization

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.

How to Cite
Tsupak, E. B.; Shevchenko, M. A.; Pozharskii, A. F.; Tkachenko, Yu. N. Chem. Heterocycl. Compd. 2003, 39, 953. [Khim. Geterotsikl. Soedin. 2003, 1096.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1026110808089

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Published

2003-07-25

Issue

No. 7 (2003)

Section

Original Papers