Synthesis and biological evaluation of 7-N-(<i>n</i>-alkoxyphthalimido)-2-hydroxy-4- aryl-6-aryliminothiazolidino [2,3<i>-b</i>]<i> </i>pyrimidines and related compounds

1306-1313Substituted aryl thioureas 1a-c react with chloroacetic acid in the presence of anhydrous sodium acetate to furnish 2-aryliminothiazolidin-4-ones 2a-c. Condensation of ω-bromoalkoxyphthalimides 3a-c with 2a-c give the corresponding alkoxyphthalimide derivatives of 2-aryliminothiazolidin -4-ones 4a-i. These on condensation with araldehydes 5a-c yield 3-N-(alkoxyphthalimido) -5-arylidene-2-aryliminothiazolidin-4-ones 7a-aʹ. In an alternative route 5a-c react with 2a-c to give 6a-i, which could be cyclised with urea in the presence of sodium acetate to yield the corresponding thiazoli dinopyrimidine 8a-i. 7a-a' are also prepared from 6a-i with 3a-c, which give final compound 9a-a' on cyclisation. Alternatively, 8a-i when condensed with 3a-c also furnish the compounds 9a-a'. Evaluation of antimalarial and antibacterial activity is also reported

Synthesis of 3<i style="">H</i>, 9<i style="">H</i>, 10<i style="">H</i>, 10a<i style="">H</i>-10-aryl-2-aryliminothiazolidino[4,5-<i style="">b</i>][1,5]benzodiazepines and their alkoxyphthalimide derivatives

1243-1247Synthesis and characterization of 3H, 9H, 10H, 10aH-10-aryl-2-aryliminothiazolidino[4,5-b][1,5]benzodiazepines and their alkoxyphthalimide derivatives are described. Cyclization of 5-arylidene-2-aryliminothiazolidin-4-ones 1a-i with o-phenylenediamine in xylene furnishes the corresponding 1,5-benzodiazepines 2a-i. In another reaction route, 1a-i when condensed with ω-bromoalkoxyphthalimides 3a-c give 3-alkoxyphthalimido-5-arylidene-2-aryliminothiazolidin-4-ones 4a-a' which on cyclization with o-phenylenediamine produce 9H, 10H, 10aH-3-N-(n-alkoxyphthalimido)-10-aryl-2-aryliminothiazolidino[4,5-b][1,5]benzodiazepines 5a-a' in good yields