Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives

Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives

In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-t...

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Main Authors: Hamid Reza Jaberi, Hadi Noorizadeh
Format: Article
Language:English
Published: Hindawi Limited 2012-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2012/896454
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spelling doaj-fdbf29c7b0a5415a8e1381abcbe300f32020-11-24T22:28:52ZengHindawi LimitedE-Journal of Chemistry0973-49452090-98102012-01-01931518152510.1155/2012/896454Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole DerivativesHamid Reza Jaberi0Hadi Noorizadeh1Department of Chemistry, Faculty of Sciences Ilam Branch, Islamic Azad University, Ilam, IranDepartment of Chemistry, Faculty of Sciences Ilam Branch, Islamic Azad University, Ilam, IranIn this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR, 1H NMR and 13C NMR data.http://dx.doi.org/10.1155/2012/896454
collection DOAJ
language English
format Article
sources DOAJ
author Hamid Reza Jaberi
Hadi Noorizadeh
spellingShingle Hamid Reza Jaberi
Hadi Noorizadeh
Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
E-Journal of Chemistry
author_facet Hamid Reza Jaberi
Hadi Noorizadeh
author_sort Hamid Reza Jaberi
title Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
title_short Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
title_full Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
title_fullStr Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
title_full_unstemmed Synthesis of Some Novel Fused Imidazo [2, 1-b] [1, 3] Thiazole and Imidazo [2, 1-b] Thiazolo [5, 4-d] Isoxazole Derivatives
title_sort synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole and imidazo [2, 1-b] thiazolo [5, 4-d] isoxazole derivatives
publisher Hindawi Limited
series E-Journal of Chemistry
issn 0973-4945
2090-9810
publishDate 2012-01-01
description In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR, 1H NMR and 13C NMR data.
url http://dx.doi.org/10.1155/2012/896454
work_keys_str_mv AT hamidrezajaberi synthesisofsomenovelfusedimidazo21b13thiazoleandimidazo21bthiazolo54disoxazolederivatives
AT hadinoorizadeh synthesisofsomenovelfusedimidazo21b13thiazoleandimidazo21bthiazolo54disoxazolederivatives
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