Synthesis of New A-Aminophosphonates by One Pot Reaction using Tetramethyl Guanidine (TMG)-as a Catalyst

E. Dadapeer, S. Subba Reddy, V. Koteswara Rao and C. Naga Raju*

Department of Chemistry, Sri Venkateswara University, Tirupati - 517 502 India.

ABSTRACT:

The schiff’s bases were prepared by reacting vaniline (4-hydroxy-3-methoxy benzaldehyde) with substituted aromatic amines in refluxing toluene. Dialkyl / diaryl phosphite undergoes addition readily with aromatic Schiff’s bases to give a-aminophosphonates (Pudovik reaction) in presence of catalytic amount of tetramethyl guanidine. The structures of the title compounds were established by elemental analysis, IR, 1H, 13C, 31P NMR and LCMS mass spectral data. The anti-microbial activities of these compounds were evaluated and they exhibited significant antimicrobial activity.

KEYWORDS:

Aromatic Schiff’s bases; dialkyl/diaryl phosphite; tetramethyl guanidine; anti-microbial activity

Download this article as: 

Copy the following to cite this article: Dadapeer E, Reddy S. S, Rao V. K, Raju C. N. Synthesis of New A-Aminophosphonates by One Pot Reaction using Tetramethyl Guanidine (TMG)-as A Catalyst. Orient J Chem 2008;24(2).

Copy the following to cite this URL: Dadapeer E, Reddy S. S, Rao V. K, Raju C. N. Synthesis of New A-Aminophosphonates by One Pot Reaction using Tetramethyl Guanidine (TMG)-as A Catalyst. Orient J Chem 2008;24(2). Available from: http://www.orientjchem.org/?p=23899