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Communication | Regular issue | Vol 26, No. 9, 1987, pp.2323-2326
Published online, 1st January, 1970
DOI: 10.3987/R-1987-09-2323
Synthesis of Pyrrole, Pyrrolo[3,4-b]pyridine and Pyrrplo[3,2-b]pyridine Derivatives

Afaf A. A. Elbannany and Laila I. Ibrahim

*Department of Chemistry, Faculty of Science, Helwan University, Ain-Helwan, Cairo, Egypt

Abstract

The reaction of ethyl benzylidenecyanoacetate (1) with hippuric acid (2) in acetic anhydride leads to pyrrole derivative 5 together with the acetyl derivative 6. Treatment of 5 with ethyl acetoacetate, acetylacetone and malononitrile give the pyrrolo[3,4-b]pyridines 7, 10 and 11 respectively. Coupling of 5 and 7 with benzenediazonium chloride yield the phenylazo derivatives 8 and 9 respectively. On the other hand, ethyl cyanoacetate reacts with 5 to give the pyrrolo[3,2-b]pyridine derivative 13.