Differentiation between [1,2,4]triazolo[1,5-a] pyrimidine and [1,2,4]triazolo[4,3-a]- pyrimidine regioisomers by 1H15N HMBC experiments
Publication type: Journal Article
Publication date: 2010-06-29
scimago Q3
wos Q3
SJR: 0.360
CiteScore: 4.1
Impact factor: 1.4
ISSN: 07491581, 1097458X
DOI:
10.1002/mrc.2634
PubMed ID:
20589727
General Chemistry
General Materials Science
Abstract
The condensation of malonoaldehyde derivatives with either a 3-amino-[1,2,4]-triazole or a 3,5-diamino-[1,2,4]-triazole precursor was studied. In agreement with previous reports, two different bicycles, namely, bearing the regioisomeric [1,2,4]triazolo[1,5-a]pyrimidine (1) or [1,2,4]triazolo[4,3-a]pyrimidine (2) structural surrogates, could be obtained. We found that, depending on the triazole precursor, only one regioisomer resulted, either of the 1 or 2 series. We also observed that these two structural surrogates could be unambiguously differentiated by indirectly measuring their (15)N chemical shifts by (1)H-(15)N HMBC experiments. The occasional conversion of [1,2,4]triazolo[4,3-a]pyrimidines to the [1,2,4]triazolo[1,5-a]pyrimidine counterparts could be unequivocally determined by (15)N NMR data.
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12
Total citations:
12
Citations from 2025:
2
(16.67%)
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Salgado A. et al. Differentiation between [1,2,4]triazolo[1,5-a] pyrimidine and [1,2,4]triazolo[4,3-a]- pyrimidine regioisomers by 1H15N HMBC experiments // Magnetic Resonance in Chemistry. 2010. Vol. 48. No. 8.
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Salgado A., Varela C., Garcia Collazo A. M., Pevarello P. Differentiation between [1,2,4]triazolo[1,5-a] pyrimidine and [1,2,4]triazolo[4,3-a]- pyrimidine regioisomers by 1H15N HMBC experiments // Magnetic Resonance in Chemistry. 2010. Vol. 48. No. 8.
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TY - JOUR
DO - 10.1002/mrc.2634
UR - https://doi.org/10.1002/mrc.2634
TI - Differentiation between [1,2,4]triazolo[1,5-a] pyrimidine and [1,2,4]triazolo[4,3-a]- pyrimidine regioisomers by 1H15N HMBC experiments
T2 - Magnetic Resonance in Chemistry
AU - Salgado, Antonio
AU - Varela, Carmen
AU - Garcia Collazo, Ana Maria
AU - Pevarello, Paolo
PY - 2010
DA - 2010/06/29
PB - Wiley
IS - 8
VL - 48
PMID - 20589727
SN - 0749-1581
SN - 1097-458X
ER -
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@article{2010_Salgado,
author = {Antonio Salgado and Carmen Varela and Ana Maria Garcia Collazo and Paolo Pevarello},
title = {Differentiation between [1,2,4]triazolo[1,5-a] pyrimidine and [1,2,4]triazolo[4,3-a]- pyrimidine regioisomers by 1H15N HMBC experiments},
journal = {Magnetic Resonance in Chemistry},
year = {2010},
volume = {48},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/mrc.2634},
number = {8},
doi = {10.1002/mrc.2634}
}