The reaction of 3-amino-4,6-dimethylthieno[2,3-b]pyridine-2-carbonitrile with ethylenediamine in the presence of a catalytic amount of carbon disulfide afforded 2-(4,5-dihydro-1H-imidazol-2-yl)-4,6-dimethylthieno-[2,3-b]pyridine-3-amine while its reaction with triethyl orthoformate followed by the reaction with hydrazine hydrate gave 4-imino-7,9-dimethylpyrido[3',2':4,5]thieno[3,2-d]pyrimidine-3(4H)-amine. These two derivatives underwent cyclocondensation reactions with commercially available reactants to afford new heterocycles containing the thieno[2,3-b]pyridine moiety. Some of the synthesized derivatives were tested for antimicrobial and antifungal activity.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 415-424, March, 2010.
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El-Essawy, F.A., Hawatta, M.A., Abdel-Megied, A.ES. et al. Synthesis of some fused heterocycles based on thieno[2,3-b]pyridine and their antimicrobial activity. Chem Heterocycl Comp 46, 325–333 (2010). https://doi.org/10.1007/s10593-010-0508-z
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DOI: https://doi.org/10.1007/s10593-010-0508-z