Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid
4-Heteroarylidene-2-phenyl-1,3-oxazol-5(4H)-ones were prepared by reactions of hippuric acid with substituted furan-2-carboxaldehydes or furo[b]pyrrole type aldehydes. The reactivity of various furan-2-carboxaldehyde derivatives in this reaction is discussed. The effect of microwave irradiation on s...
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MDPI AG
2004-01-01
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author | Alžbeta KrutoÅ¡ÃÂková Heinz Sterk Zita Puterová |
author_facet | Alžbeta KrutoÅ¡ÃÂková Heinz Sterk Zita Puterová |
author_sort | Alžbeta KrutoÅ¡ÃÂková |
collection | DOAJ |
description | 4-Heteroarylidene-2-phenyl-1,3-oxazol-5(4H)-ones were prepared by reactions of hippuric acid with substituted furan-2-carboxaldehydes or furo[b]pyrrole type aldehydes. The reactivity of various furan-2-carboxaldehyde derivatives in this reaction is discussed. The effect of microwave irradiation on some condensation reactions was compared with “classical†conditions. The results show that microwave irradiation shortens the reaction times while affording comparable yields. Elementary analysis, UV, IR and 1D NMR proved the structure of new synthesised compounds. 2D NMR spectroscopic measurements confirmed that the configuration at the carbon-carbon double bond corresponds to the pure E isomers of the products. |
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issn | 1420-3049 |
language | English |
last_indexed | 2024-12-10T16:00:16Z |
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spelling | doaj.art-b8e9ad18515f4dbd830586c5c72bb8662022-12-22T01:42:27ZengMDPI AGMolecules1420-30492004-01-0191112110.3390/90100011Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric AcidAlžbeta KrutoÅ¡ÃÂkováHeinz SterkZita Puterová4-Heteroarylidene-2-phenyl-1,3-oxazol-5(4H)-ones were prepared by reactions of hippuric acid with substituted furan-2-carboxaldehydes or furo[b]pyrrole type aldehydes. The reactivity of various furan-2-carboxaldehyde derivatives in this reaction is discussed. The effect of microwave irradiation on some condensation reactions was compared with “classical†conditions. The results show that microwave irradiation shortens the reaction times while affording comparable yields. Elementary analysis, UV, IR and 1D NMR proved the structure of new synthesised compounds. 2D NMR spectroscopic measurements confirmed that the configuration at the carbon-carbon double bond corresponds to the pure E isomers of the products.http://www.mdpi.com/1420-3049/9/1/11/5-Arylfuran-2-carboxaldehydesfuro[32-b]pyrrole-2-carboxaldehydesfuro- [23-b]pyrrole-2-carboxaldehydeshippuric acidmicrowave irradiation13-oxazol- 5(4H)-onesfuro[32-b]pyrrole-5-carboxylatesfuro[23-b]pyrrole-5-carboxylates1H- and 13 C-NMRCOSYNOESYHSQCHMBC. |
spellingShingle | Alžbeta KrutoÅ¡ÃÂková Heinz Sterk Zita Puterová Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid Molecules 5-Arylfuran-2-carboxaldehydes furo[3 2-b]pyrrole-2-carboxaldehydes furo- [2 3-b]pyrrole-2-carboxaldehydes hippuric acid microwave irradiation 1 3-oxazol- 5(4H)-ones furo[3 2-b]pyrrole-5-carboxylates furo[2 3-b]pyrrole-5-carboxylates 1H- and 13 C-NMR COSY NOESY HSQC HMBC. |
title | Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid |
title_full | Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid |
title_fullStr | Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid |
title_full_unstemmed | Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid |
title_short | Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid |
title_sort | reaction of substituted furan 2 carboxaldehydes and furo b pyrrole type aldehydes with hippuric acid |
topic | 5-Arylfuran-2-carboxaldehydes furo[3 2-b]pyrrole-2-carboxaldehydes furo- [2 3-b]pyrrole-2-carboxaldehydes hippuric acid microwave irradiation 1 3-oxazol- 5(4H)-ones furo[3 2-b]pyrrole-5-carboxylates furo[2 3-b]pyrrole-5-carboxylates 1H- and 13 C-NMR COSY NOESY HSQC HMBC. |
url | http://www.mdpi.com/1420-3049/9/1/11/ |
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