Efficient synthesis of benzidronate applying of phosphorus trichloride and phosphorous acid

Alajos Grün, Rita Kovács, Dávid Illés Nagy, Sándor Garadnay, István Greiner, György Keglevich

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The optimized synthesis of benzidronate involves the reaction of phenylacetic acid with 3 equivalents of phosphorus trichloride and 1 equivalent of phosphorous acid in methanesulfonic acid at 85 °C followed by hydrolysis, pH adjustment and purifications. The positive effect of phosphorous acid on the yield is a novel observation and is probably limited to this model. The heap of our experimental data obtained by varying the molar equivalent quantities of the P-reagents (PCl3 and P(OH)3) and reacting also phenylacetic chloride and ethyl phenylacetate allowed us to draw conclusions on the possible intermediates

Original languageEnglish
Pages (from-to)78-84
Number of pages7
JournalLetters in Drug Design and Discovery
Volume12
Issue number1
DOIs
Publication statusPublished - 2015

Keywords

  • Benzidronate
  • Intermediates
  • Optimization
  • Phosphorous acid
  • Phosphorus trichloride

ASJC Scopus subject areas

  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery

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