51925-46-3Relevant articles and documents
Synthesis of thieno(2,3-b)quinoline-2-carboxylic esters from 3-(2-oxo-1,2-dihydro-3-quinolyl)acrylic esters
Nithyadevi,Mohanapriya,Rajendran
, p. 339 - 342 (2004)
Bromination followed by dehydroxychlorination of 3-(2-oxo-1, 2-dihydro-3-quinolyl)acrylic methyl esters yielded the trihalo compound. These afforded thieno(2, 3-b)quinoline-2- carboxylic methyl esters in good yields by boiling with thiourea in the protic
Chemistry of substituted quinolines: Thieno[2,3-b] and thiopyrano[2,3-b] quinolines
Kiran, Balaji M.,Nandeshwarappa, Belalakatte P.,Vaidya, Vijayavittala P.,Mahadevan, Kittappa M.
, p. 969 - 980 (2008/02/02)
The reaction of 3-formyl-2-chloroquinolines with thioglycolic acid afforded a mixture of uncyclized [(3-formylquinolin-2-yl)thio]acetic acid in a 60-70% yield and cyclized thieno[2,3-b]quinoline-2-carboxylic acids in a 30-40% yield, respectively. The uncyclized compounds on refluxing with POCl3 in various alcoholic media gave [(3-formylquinolin-2-yl)thio]acetates. Further cyclization was achieved by refluxing them with dimethylformamide (DMF) to produce thieno[2,3-b]quinoline derivatives. On the other hand, the reaction of 3-formyl-2-mercaptoquinolines with chloroacetyl chloride in DMF gave 3-chloro-2H-thiopyrano[2,3-b]quinolin-2-ones. The structures of all the newly synthesized compounds were characterized on the basis of elemental analysis, IR, 1H NMR, and mass spectral data.
