Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis

<abstract language="eng">1,3,4-thiadiazolium-2-aminides and their isomers 1,3,4-triazolium-2-thiolates have been synthesized via anhydroacylation reactions. This work presents a study by infrared monitoring of the reaction between substituted aroyl acid chlorides and 1,4-diphenylthio...

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Main Authors: M. A. M. Maciel, A. Echevarria, V. M. Rumjanek
Format: Article
Language:English
Published: Sociedade Brasileira de Química 1998-10-01
Series:Química Nova
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421998000500007
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author M. A. M. Maciel
A. Echevarria
V. M. Rumjanek
author_facet M. A. M. Maciel
A. Echevarria
V. M. Rumjanek
author_sort M. A. M. Maciel
collection DOAJ
description <abstract language="eng">1,3,4-thiadiazolium-2-aminides and their isomers 1,3,4-triazolium-2-thiolates have been synthesized via anhydroacylation reactions. This work presents a study by infrared monitoring of the reaction between substituted aroyl acid chlorides and 1,4-diphenylthiosemcarbazide. The intermediates and products were isolated, purified and charaterized by IR and 13C NMR spectroscopy. The increasing or decreasing in intensity of characteristic stretching bands indicated the rate dependence on the electronic nature of substituents. The results also demonstrate that 1,3,4-triazolium-2-thiolates are obtained in anhydrous conditions whereas presence of water leads to a mixture of the isomers.
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spelling doaj.art-0dd43ca6dfd3460287fd1e2b8332fa532022-12-22T01:14:18ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70641998-10-0121556957210.1590/S0100-40421998000500007Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesisM. A. M. MacielA. EchevarriaV. M. Rumjanek<abstract language="eng">1,3,4-thiadiazolium-2-aminides and their isomers 1,3,4-triazolium-2-thiolates have been synthesized via anhydroacylation reactions. This work presents a study by infrared monitoring of the reaction between substituted aroyl acid chlorides and 1,4-diphenylthiosemcarbazide. The intermediates and products were isolated, purified and charaterized by IR and 13C NMR spectroscopy. The increasing or decreasing in intensity of characteristic stretching bands indicated the rate dependence on the electronic nature of substituents. The results also demonstrate that 1,3,4-triazolium-2-thiolates are obtained in anhydrous conditions whereas presence of water leads to a mixture of the isomers.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421998000500007mesoionic compoundsinfra-red studyacyl-thiosemicarbazides
spellingShingle M. A. M. Maciel
A. Echevarria
V. M. Rumjanek
Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
Química Nova
mesoionic compounds
infra-red study
acyl-thiosemicarbazides
title Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
title_full Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
title_fullStr Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
title_full_unstemmed Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
title_short Isolamento e caracterização de acil-tiossemicarbazidas como intermediários na síntese de compostos mesoiônicos Isolation and characterization of acyl-thiosemicarbazides as intermediates in mesoionic compounds synthesis
title_sort isolamento e caracterizacao de acil tiossemicarbazidas como intermediarios na sintese de compostos mesoionicos isolation and characterization of acyl thiosemicarbazides as intermediates in mesoionic compounds synthesis
topic mesoionic compounds
infra-red study
acyl-thiosemicarbazides
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421998000500007
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AT aechevarria isolamentoecaracterizacaodeaciltiossemicarbazidascomointermediariosnasintesedecompostosmesoionicosisolationandcharacterizationofacylthiosemicarbazidesasintermediatesinmesoioniccompoundssynthesis
AT vmrumjanek isolamentoecaracterizacaodeaciltiossemicarbazidascomointermediariosnasintesedecompostosmesoionicosisolationandcharacterizationofacylthiosemicarbazidesasintermediatesinmesoioniccompoundssynthesis