Synthesis of isomeric phosphonomethylated N,N-diethylfurancarboxamides
A new method for preparing chloromethyl derivatives of N,N-dialkylfurancarboxamides was developed and all six possible isomers were obtained. These compounds are phosphorylated under the Michaelis-Becker reaction conditions to give the corresponding phosphonates. The conditions of phosphorylation of the isomeric furancarboxamides are similar and, in spite of the presence of an electron-acceptor substituent in the furan ring, more rigid conditions than in the case of chloromethylated alkylfurans. A plausible explanation of the observed effect is proposed.
Pevzner,Ignat'ev,Ionin
p. 551 - 556
(2007/10/03)
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