Several 5-thio-substituted tetrazole derivatives were efficiently
synthesized by a three-step process. The substituted tetrazol-5-thiol,
namely, 1-benzyl-1H-tetrazol-5-thiol (2) was prepared by refluxing
commercially available benzyl isothiocyanate (1) with sodium azide in water.
The second step was the synthesis of 1-benzyl-5-[(3-bromopropyl)
thio]tetrazole (3) by thio alkylation of tetrazol-5-thiol (2) with 1,3-
dibromopropane in tetrahydrofuran. Finally, the 5-thio-substituted tetrazole
derivatives 4a-i were prepared by condensation of (3) with the corresponding
amine or thiol. The structures of the newly synthesized compounds were
characterized by NMR, LC/MS/MS, IR spectral data and elemental analysis. All
the synthesized compounds were screened for their antibacterial and
antifungal activities.
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