Reactions with [arylmethylene] cycloalkanones 6 Synthesis and deacetylation of 2-acetyl-5-aryl-2,3,6,7,8, 9-hexahdro-5H-thiazolo [23-b] -quinazolin-3-ones

ABSTRACT

2-[ARYLMETHYLENE] cycIohexanones condensed with thiourea to give 4-aryl-octahydrcquinazoline-2-thiones II,, which reacted with chloroacetic acid to give the title compounds III. Compounds III suffer deacetylation when reacted with aromatic aldehydes, arene-diazonium salts and also when subjected to Mannich reaction to give the following compounds, respectively; 5-aryl-2-[arylmethlene]-2, 3,6,7,8,9, hexahydro-5H - thiazolo [2,3-b] - quinazolin-3-ones [IV], 5-aryl-2-[arylhydrazono]-2,3, 6,7,8,9-hexahydro-5H-thiazolo [2,3-b] -quinazolin-3-ones [V] and 5-aryl-2 - [aminomethyl] - 23,6,7,8,9-hexahydro-5H-thiazolo[2,3-b] quinazolin-3-ones [VI]