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.The biological activities of condensed pyrimidines as sedatives, antibacterials, and antimalarials are well documented [1,2]. Compounds containing a fused pyrimidine ring have attracted attention due to their wide range of biological activities, particularly in cancer and virus research [3]. Among these heterocycles the thienopyrimidine class is also of interest because some derivatives such as Tiprinast [4] have been shown to be clinically effective antiallergics. Several thieno[2,3-b]pyridine derivatives are known to possess antibacterial [5][6][7], antihypertensive [8], and gonadotropin releasing hormone antagonizing [9, 10] activity.Many thienopyridines have been evaluated pharmacologically and have been found to show activity in diabetes mellitus [11][12][13] and also as analgesics and anti-inflammatory agents [14][15][16], sedatives [14], anticoagulants [16], and antiartherosclerotics [17][18][19][20]. Considerable attention has been drawn to the synthesis of condensed heterocyclic systems derived from 1,2,4-triazoles, pyrazoles, and pyridothienopyrimidine [21][22][23][24][25]. In continuation of our ongoing search for new heterocycles [26][27][28][29] we have prepared a series of compounds containing a pyridothienopyrimidine moiety and tested their antimicrobial properties.3-Amino-4,6-dimethylthieno[2,3-b]pyridine-2-carbonitrile (1) [30] reacted with ethylenediamine in the presence of carbon disulfide to afford 2-(4,5-dihydro-1H-imidazol-2-yl)-4,6-dimethylthieno[2,3-b]pyridine-3-amine (2). Its IR spectrum showed the disappearance of the characteristic absorption band at 2190 cm -1 of the