From N-(dinitrophenyl) amino acids to benzimidazole N-oxides. Synthesis, kinetics and mechanism.

ELBA I. BUJÁN; MARÍA LAURA SALUM

John Wiley & Sons

Año: 2006 vol. 19 p. 187 - 187

p class="BDAbstract" style="MARGIN: 18pt 0cm; LINE-HEIGHT: normal">Several benzimidazole N-oxide derivatives were synthesized in very good yields by heating at reflux the corresponding N-(2,4 or 2,6-dinitrophenyl) amino acid derivative with NaOH in 60% 1,4-dioxane-H2O.  The N-oxides obtained from glycine and a and b-alanine derivatives lost the carboxylic group.  The observed rate constant for the reaction of N-(2,4-dinitrophenyl) glycine (2a) in 10% 1,4-dioxane-H2O to give  5-nitro-1