Synthesis and evaluation of condensed and noncondensed heterocyclic compounds of industrial application

The reaction of 2-hydroxyoctadecanoyl chloride (2) and anthranilic acid gave 2-(1-hydroxyheptadecyl)-4H-3,1-benzoxazin-4-one (3) which was used as starting material to synthesize some condensed and non-condensed heterocyclic compounds by reaction with nitrogen nucleophiles (e.g., hydrazine hydrate, and formamide). Subsequent reaction of the synthetic products with different amounts of propylene oxide gave a novel group of nonionic compounds having a double function as antimicrobial and surface active agents which may be useful in the manufacture of drugs, cosmetics, pesticides or as antibacterial and/or antifungal. The surface active properties such as surface and interfacial tensions, cloud point, foaming height, wetting time, and emulsification power were determined. The antimicrobial and biodegradability were also screened.