Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one

4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was conve...

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Main Authors: Hooshang Vahedi, Navabeh Nami, Nasrin Nami
Format: Article
Language:English
Published: Wiley 2010-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2010/904823
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author Hooshang Vahedi
Navabeh Nami
Nasrin Nami
author_facet Hooshang Vahedi
Navabeh Nami
Nasrin Nami
author_sort Hooshang Vahedi
collection DOAJ
description 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was converted to 2-phenyl-4-hydrazinecarbonylmethylen-1(3H)-imidazol-5-one (3) using hydrazine hydrate in methanol. Furthermore, the reaction of (3) with carbon disulfide afforded compound (4) which can be used without further purification to achieve compound (5) using hydrazine hydrate.
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institution Kabale University
issn 0973-4945
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language English
publishDate 2010-01-01
publisher Wiley
record_format Article
series E-Journal of Chemistry
spelling doaj-art-8115a319c7794bc095e81df6901d81dc2025-02-03T06:00:38ZengWileyE-Journal of Chemistry0973-49452090-98102010-01-01731116111910.1155/2010/904823Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-oneHooshang Vahedi0Navabeh Nami1Nasrin Nami2Department of Chemistry, Payame Noor University (PNU), Mashhad, IranDepartment of Chemistry, Islamic Azad University, Ghaemshahr, Mazandaran, IranDepartment of Chemistry, Payame Noor University (PNU), Mashhad, Iran4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was converted to 2-phenyl-4-hydrazinecarbonylmethylen-1(3H)-imidazol-5-one (3) using hydrazine hydrate in methanol. Furthermore, the reaction of (3) with carbon disulfide afforded compound (4) which can be used without further purification to achieve compound (5) using hydrazine hydrate.http://dx.doi.org/10.1155/2010/904823
spellingShingle Hooshang Vahedi
Navabeh Nami
Nasrin Nami
Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
E-Journal of Chemistry
title Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
title_full Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
title_fullStr Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
title_full_unstemmed Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
title_short Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one
title_sort synthesis and structure elucidation of 4 4 amino 5 thioxo 4 5 dihydro 1h 1 2 4 triazol 3 yl methylene 2 phenyl 1h imidazol 5 4h one
url http://dx.doi.org/10.1155/2010/904823
work_keys_str_mv AT hooshangvahedi synthesisandstructureelucidationof44amino5thioxo45dihydro1h124triazol3ylmethylene2phenyl1himidazol54hone
AT navabehnami synthesisandstructureelucidationof44amino5thioxo45dihydro1h124triazol3ylmethylene2phenyl1himidazol54hone
AT nasrinnami synthesisandstructureelucidationof44amino5thioxo45dihydro1h124triazol3ylmethylene2phenyl1himidazol54hone