AMINOPHOSPHONIC ACIDS BEARING HETEROCYCLIC MOIETY - PART 4 - SYNTHESIS OF 2-PYRIDYL AND 4-PYRIDYLMETHYL-(AMINO)PHOSPHONIC ACIDS

Authors
Citation
B. Boduszek, AMINOPHOSPHONIC ACIDS BEARING HETEROCYCLIC MOIETY - PART 4 - SYNTHESIS OF 2-PYRIDYL AND 4-PYRIDYLMETHYL-(AMINO)PHOSPHONIC ACIDS, Phosphorus, sulfur and silicon and the related elements, 122, 1997, pp. 27-32
Citations number
6
ISSN journal
10426507
Volume
122
Year of publication
1997
Pages
27 - 32
Database
ISI
SICI code
1042-6507(1997)122:<27:AABHM->2.0.ZU;2-Y
Abstract
2-Pyridyl and 4-pyridylmethyl(amino)phosphonic acids are not available by hydrolysis of corresponding phosphonic esters by means of aq. hydr ochoric acid. During hydrolysis of these esters a cleavage of C-P bond occurrs, which leads to a repulsion of phosphorus moiety and formatio n of the corresponding amine. It was found, that silylation of pyridyl methyl(amino)phosphonic diethyl esters with bromotrimethylsilane and s ubsequent solvolysis of the silylated product with methanol led to the expected 2-pyridyl and 4-pyridylmethyl(amino)phosphonic acids in high yield.