Synthesis and antimicrobial activity of some nitrogen heterocycles incorporation into coumarin

ABSTRACT

Substituted 3-carbethoxycoumarin [Ia] was reacted with aromatic primary amines e.g. aniline and o-toludine to give N-substitntcd carbox amides [IIa.b][12], respectively. Also, when 3-carbethoxycoumarin derivatives [Ia-c] were reacted with aromatic hetercyclic amines such as 2-aminopyridine, 2-amino-thiazole, 2-aminobenzothiazole and 3-methyl-5-ethoxypyroyle the products are N-substituted carboxamidocoumarins, [IIIa-e] and [IV], respectively. Mass spectrum for the compound [IIId] shows ion peaks fragmentation at m/z 400/402 and other peaks at m/z 251/252 m/z 172 m/z 74. Alcoholic ferric chloride test doesn't give any definite colour of phenol[3], i.e. the alpha-pyrone ring is not cleavage