Synthesis of 3-{naphtho[2,1-b]furan-2-ylcarbonyl}-3H-1,3,4-benzotriazepine 6 was reported. The conversion of 3 into various substituted derivatives of schiff bases by reacting with substituted 2-aminobenzaldehyde 4, which intern cyclise in presence of triethyl ortho formate to produce the title compounds. The structures of all the newly synthesized compounds have been established by 1 H NMR, IR, Mass spectra and elemental analysis. The selected compounds have been screened for antibacterial and antifungal activities.

Ethyl naphtho [2,1-b]furan-2-carboxylate has been prepared from 2-hydroxy-1-naphthaldehyde 1 and ethyl chloroacetate, which on further treatment with hydrazine hydrate gave naphtha[2,1-b]furan-2-carbohydrazide 3. The resulting compound 3 was treated with substituted aldehydes of 2-chloro-3-formylquinolines to give the Schiff base, which on treatment with chloro acetyl chloride gave the title compounds. The structure of the compounds has been confirmed by elemental analysis and spectral studies. The synthesized compounds were screened for their antibacterial and antifungal activities.