Synthesis and characterization of some new derivatives of 2-mercapto benzothiazole and evaluation their biological activity

Abstract EN

This work involves the synthesis of some 2-mercapto benzothiazole [1] (2- MBT) derivatives.

Compound [1] was reacted with α,β-unsaturated carbonyl compounds (Micheal reaction) to give five new derivatives [2-6], then amide [2] reacted with phenacyl bromide or 4-nitro phenacyl bromide in absolute ethanol to give oxazole derivatives [7-8].

Furthermore, the reaction of amide [2] with α-chloro acetic acid or α- bromo propionic acid in absolute ethanol afforded oxazolone derivatives [9-10].

Moreover, 2-MBT [1] reacted with ethyl α-bromo acetate in absolute ethanol giving ester [11] which on reaction with hydrazin hydrate afforded the corresponding hydrazide [12].

The hydrazide [12] was converted to pyrazole derivatives [13] and [14] when reacted with acetyl acetone or ethyl aceto acetate, respectively.

In addition, treatment of hydrazide [12] with malic anhydride or phthalic anhydride in acetic acid afforded pyridazine [15], and phthalazine derivatives [16].

The synthesized compounds were characterized by their IR, UV spectra and C.H.N.

analysis data.

Some of these derivatives showed biological activities.