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Synthesis of Some Heterocyclic Compounds Derived from 2-Mercapto Benzoxazole

Baghdad Science Journal

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Title Synthesis of Some Heterocyclic Compounds Derived from 2-Mercapto Benzoxazole
 
Creator Journal, Baghdad Science
 
Description New series of 2-mecapto benzoxazole derivatives (1-20) incorporated into fused to different nitrogen and suphur containing heterocyclic were prepared from 2-meracpto benzoxazole, when treated with hydrazine hydrate to afford 2-hydrazino benzoxazol (1). Compound (1) converted to a variety of pyridazinone andphthalazinone derivatives (2-4) by reaction with different carboxylic anhydride. Also, reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-phenyl-1,3-thiazolidin-2,4-dione-2-(benzoxazole-2-yl-hydrazone) (6). Azomethines (7-10) were prepared through reaction of (1) with aromatic aldehyde, then (7, 8) converted to thaizolidinone derivatives (11, 12). Treatment of (1) with active methylene compounds afforded derivative (13). Reaction of (1) with CS2 and NaOH gave 1,2,4-triazole derivative (14). Treatment of (1) with p-bromophenancyl bromide afforded another 1,2,4-triazole (15). The reaction of 2-mercapto benzoxazole with chloro acetic acid gave (16) followed by refluxing (16) with ortho-amino aniline giving benzimidazol (17). Moreover, the reaction of 2-mercapto benzoxazole with ethyl chloroacetate afforded (18), and then reaction of (18) with thiosemicarbazide and 4% NaOH leads to ring closure giving 1,2,4-triazole derivative (20). All compounds were confirmed by their melting point, FT-IR, UV-Vis spectra and 1H-NMR spectra for some of them.
 
Publisher College of Science for Women - University of Baghdad
 
Date 2013-09-01
 
Type info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Peer-reviewed Article
 
Format application/pdf
 
Identifier http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2589
 
Source مجلة بغداد للعلوم; مجلد 10 عدد 3 (2013): issue 3 المؤتمر الوطني الاول لقسم علوم الكيمياء; 766-778
Baghdad Science Journal; Vol 10 No 3 (2013): issue 3 المؤتمر الوطني الاول لقسم علوم الكيمياء; 766-778
2411-7986
2078-8665
 
Language eng
 
Relation http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2589/2520
 
Rights Copyright (c) 2013 Baghdad Science Journal