Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings

Reaction of tartaric acid with thiocarbohydrazide (2) and thiosemicarbazide (6) afforded 1,2-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (3) and 1,2-bis(5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (7). Reaction of compounds 3 and 7 with DMAD (dimethylacety lendi carboxylate)...

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Main Authors: Navabeh Nami, Mehdi Forozani, Vida Khosravimoghadam, Rahmatallah Taherinasab
Format: Article
Language:English
Published: Wiley 2012-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2012/867637
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author Navabeh Nami
Mehdi Forozani
Vida Khosravimoghadam
Rahmatallah Taherinasab
author_facet Navabeh Nami
Mehdi Forozani
Vida Khosravimoghadam
Rahmatallah Taherinasab
author_sort Navabeh Nami
collection DOAJ
description Reaction of tartaric acid with thiocarbohydrazide (2) and thiosemicarbazide (6) afforded 1,2-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (3) and 1,2-bis(5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (7). Reaction of compounds 3 and 7 with DMAD (dimethylacety lendi carboxylate) and DEAD (diethylacetylendicarboxylate) gave 1,2-bis(7-[(z)-methoxycarbonylmethylen]-5,6-dihydro-5H-6-one-[1,2,4] riazolo[3,4-b] [1,3,4] thiadiazin-3-yl)-ethan-1,2-diol (4), 1,2-bis(7-[(z)-ethoxycarbonylmethylen] -5,6-dihydro -5H-6-one-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-ethan-1,2- diol (5) and 1,2-bis(6-[(z)-methoxycarbonylmethylen]-5-oxo-[1,3]thiazolo[2,3-c] [1,2,4]triazol-3-yl)-ethan-1,2-diol (8) in good yields.
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spelling doaj-art-1407967db7494376b89d68aa75f4ba592025-02-03T05:44:52ZengWileyE-Journal of Chemistry0973-49452090-98102012-01-019116116610.1155/2012/867637Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole RingsNavabeh Nami0Mehdi Forozani1Vida Khosravimoghadam2Rahmatallah Taherinasab3Department of Chemistry, Islamic Azad University, Qaemshahr Branch, Qaemshahr, Mazandarn, IranDepartment of Chemistry, Faculty of Sciences, Payame Noor University, Sari, IranDepartment of Chemistry, Faculty of Sciences, Payame Noor University, Sari, IranDepartment of Chemistry, Uoromia Universits, Uoromia, West Azarbayjan, IranReaction of tartaric acid with thiocarbohydrazide (2) and thiosemicarbazide (6) afforded 1,2-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (3) and 1,2-bis(5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (7). Reaction of compounds 3 and 7 with DMAD (dimethylacety lendi carboxylate) and DEAD (diethylacetylendicarboxylate) gave 1,2-bis(7-[(z)-methoxycarbonylmethylen]-5,6-dihydro-5H-6-one-[1,2,4] riazolo[3,4-b] [1,3,4] thiadiazin-3-yl)-ethan-1,2-diol (4), 1,2-bis(7-[(z)-ethoxycarbonylmethylen] -5,6-dihydro -5H-6-one-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-ethan-1,2- diol (5) and 1,2-bis(6-[(z)-methoxycarbonylmethylen]-5-oxo-[1,3]thiazolo[2,3-c] [1,2,4]triazol-3-yl)-ethan-1,2-diol (8) in good yields.http://dx.doi.org/10.1155/2012/867637
spellingShingle Navabeh Nami
Mehdi Forozani
Vida Khosravimoghadam
Rahmatallah Taherinasab
Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
E-Journal of Chemistry
title Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
title_full Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
title_fullStr Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
title_full_unstemmed Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
title_short Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings
title_sort synthesis and characterization of mono and bicycle heterocyclic derivatives containing 1 2 4 triazole 1 3 4 thiadiazine and 1 3 thiazole rings
url http://dx.doi.org/10.1155/2012/867637
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