volume 11 issue 5 pages 368-373

The Rational Synthesis of Fenidronate

Alajos Grün 1
Rita Kovács 1
Dávid Nagy 1
Sándor Garadnay 2
István Greiner 2
Publication typeJournal Article
Publication date2014-04-14
scimago Q4
wos Q4
SJR0.203
CiteScore1.5
Impact factor1.0
ISSN15701786, 18756255
Organic Chemistry
Biochemistry
Abstract
The synthesis of the disodium salt of fenidronate by the reaction of benzoic acid with phosphorus trichloride and phosphorous acid in methanesulfonic acid was investigated and optimized. It was enough to use 3.2 equivalents of phosphorus trichloride and there was no need to apply phosphorous acid. Both the one-step and two-step versions led to similar results giving the product in ca. 45% yield and in high purity. It was also possible to start directly from benzoyl chloride or ethyl benzoate. The work-up included in all cases hydrolysis and pH adjustment followed by purification. The fenidronic acid standard that was necessary for the analysis of our samples was prepared by another approach, by the addition of dimethyl phosphite to the carbonyl group of the -oxophosphonate, followed by hydrolysis of the tetramethyl ester so formed.
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GOST |
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GOST Copy
Grün A. et al. The Rational Synthesis of Fenidronate // Letters in Organic Chemistry. 2014. Vol. 11. No. 5. pp. 368-373.
GOST all authors (up to 50) Copy
Grün A., Kovács R., Nagy D., Garadnay S., Greiner I., Keglevich G. The Rational Synthesis of Fenidronate // Letters in Organic Chemistry. 2014. Vol. 11. No. 5. pp. 368-373.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.2174/1570178611666140124001516
UR - https://doi.org/10.2174/1570178611666140124001516
TI - The Rational Synthesis of Fenidronate
T2 - Letters in Organic Chemistry
AU - Grün, Alajos
AU - Kovács, Rita
AU - Nagy, Dávid
AU - Garadnay, Sándor
AU - Greiner, István
AU - Keglevich, György
PY - 2014
DA - 2014/04/14
PB - Bentham Science Publishers Ltd.
SP - 368-373
IS - 5
VL - 11
SN - 1570-1786
SN - 1875-6255
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Grün,
author = {Alajos Grün and Rita Kovács and Dávid Nagy and Sándor Garadnay and István Greiner and György Keglevich},
title = {The Rational Synthesis of Fenidronate},
journal = {Letters in Organic Chemistry},
year = {2014},
volume = {11},
publisher = {Bentham Science Publishers Ltd.},
month = {apr},
url = {https://doi.org/10.2174/1570178611666140124001516},
number = {5},
pages = {368--373},
doi = {10.2174/1570178611666140124001516}
}
MLA
Cite this
MLA Copy
Grün, Alajos, et al. “The Rational Synthesis of Fenidronate.” Letters in Organic Chemistry, vol. 11, no. 5, Apr. 2014, pp. 368-373. https://doi.org/10.2174/1570178611666140124001516.