Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design
Pyrazinoic acid esters have been synthesized as prodrugs of pyrazinoic acid. In the literature, its preparation is reported through the reaction of pyrazinoyl chloride with alcohols and the reaction with DCC/DMAP. In this work, it is reported a 2² factorial design to evaluate the preparation of thes...
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
2009-01-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000900040 |
| _version_ | 1811241023198724096 |
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| author | João Paulo dos Santos Fernandes Veni Maria Andres Felli |
| author_facet | João Paulo dos Santos Fernandes Veni Maria Andres Felli |
| author_sort | João Paulo dos Santos Fernandes |
| collection | DOAJ |
| description | Pyrazinoic acid esters have been synthesized as prodrugs of pyrazinoic acid. In the literature, its preparation is reported through the reaction of pyrazinoyl chloride with alcohols and the reaction with DCC/DMAP. In this work, it is reported a 2² factorial design to evaluate the preparation of these esters through the substitution of alkyl bromides with carboxylate anion. The controlled factors were alkyl chain length of bromides (ethyl and hexyl) and the used base (triethylamine and DBU). Results revealed that the used base used has significant effect on yield, and alkyl bromide used has neither significant influence, nor its interaction effect with base. |
| first_indexed | 2024-04-12T13:30:28Z |
| format | Article |
| id | doaj.art-d3ce9ccdffed448f8c26badcc9974592 |
| institution | Directory Open Access Journal |
| issn | 0100-4042 1678-7064 |
| language | English |
| last_indexed | 2024-04-12T13:30:28Z |
| publishDate | 2009-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-d3ce9ccdffed448f8c26badcc99745922022-12-22T03:31:12ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70642009-01-013292464246610.1590/S0100-40422009000900040Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial designJoão Paulo dos Santos FernandesVeni Maria Andres FelliPyrazinoic acid esters have been synthesized as prodrugs of pyrazinoic acid. In the literature, its preparation is reported through the reaction of pyrazinoyl chloride with alcohols and the reaction with DCC/DMAP. In this work, it is reported a 2² factorial design to evaluate the preparation of these esters through the substitution of alkyl bromides with carboxylate anion. The controlled factors were alkyl chain length of bromides (ethyl and hexyl) and the used base (triethylamine and DBU). Results revealed that the used base used has significant effect on yield, and alkyl bromide used has neither significant influence, nor its interaction effect with base.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000900040esterificationantimycobacterial agentfactorial design |
| spellingShingle | João Paulo dos Santos Fernandes Veni Maria Andres Felli Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design Química Nova esterification antimycobacterial agent factorial design |
| title | Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| title_full | Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| title_fullStr | Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| title_full_unstemmed | Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| title_short | Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| title_sort | evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design |
| topic | esterification antimycobacterial agent factorial design |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000900040 |
| work_keys_str_mv | AT joaopaulodossantosfernandes evaluationoftheinfluenceofbaseandalkylbromideonsynthesisofpyrazinoicacidestersthroughfatorialdesign AT venimariaandresfelli evaluationoftheinfluenceofbaseandalkylbromideonsynthesisofpyrazinoicacidestersthroughfatorialdesign |