Synthesis, Characterization and Antimicrobial Activity of some  New 2-Mercapto benzothiazole Heterocyclic Derivatives

F.Al-Smaisim, Rafah; M.R. Raauf, Ayad; Mohammed Hassan Salman, Afrah

	Synthesis, Characterization and Antimicrobial Activity of some New 2-Mercapto benzothiazole Heterocyclic Derivatives
Medical Journal of Babylon
Article 1, Volume 7, Issue 3, 2010, Pages 422-430
Authors
Rafah F.Al-Smaisim; Ayad M.R. Raauf; Afrah Mohammed Hassan Salman
Abstract
New heterocyclic derivative of 2-Mercaptobenzothiazole have been synthesized: firstly, Schiff base of 2-(1,3-benzothiazol-2-ylthio) acetohydrazide derivatives (3-7) were prepared by refluxing 2-(1,3-benzothiazol-2-ylthio) acetohydrazide (2) with different aromatic aldehydes and ketones, then two of synthesized Schiff"s bases (4,5) were cyclized with acetic anhydride formed oxadiazole ring (8,9). Secondly, [(1,3-benzothiazol-2-ylthio)acetyl]hydrazinecarbothioamide (10) was prepared by reacted compound (2) with ammonium thiocyanate in dry benzene, then refluxing (10) with sodium hydroxide (2N) followed acidification by hydrochloric acid solution formed (11) . Thirdly, reacted (2) with acetylacetone afforded (12) .fourthly, compound (13) was formed by refluxe compound (2) with ethylacetoacetate; then refluxing (13) using absolute ethanol (98%) and formaldehyde with different primary amines formed (14-17) and with hydrazides derivatives formed (18-20). finally, dihydrophthalazine 1,4-dione derivative ( 21) was prepared by condensation of compound (2) with phthalic anhydride using absolute ethanol and glacial acetic acid. All structures of newly synthesized compounds were elucidated by elemental analysis and spectral data (IR and UV). Some of the synthesized compounds (4, 5,8,9,11,12,15,17,20 and 21) were screened for their antibacterial activity.

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