Synthesis of Some Thienotetrahydroquinoline Derivatives

2‐Thioxo‐1,2,5,6,7,8‐hexahydroquinoline‐3‐carbonitrile ( 2 ) was easily S‐alkylated to produce alkyl mercapto derivatives 3a‐g . The latter compounds were cyclized to afford thienotetrahydroquinolines 4a‐g . Several pyrimidothienotetrahydroquinolines 5a‐d , and 6a‐d were obtained from the condensation of compounds 4c‐f with different reagents. o‐Aminocarbohydrazide derivative 11 was reacted with aromatic aldehydes, acetylacetone, nitrous acid and CS 2 to afford compounds 12–15 . Compound 24 was coupled with aryldiazonium chloride to afford arylazo derivatives 25 . Also it condensed with aromatic aldehydes to give arylidene derivatives 26 . The latter compounds were reacted with malononitrile to give pyrano derivative 27 .