101286-56-0Relevant articles and documents
The Reaction of Phenylglyoxal with Primary Aliphatic and Aromatic Amines. Synthesis of Phenylglyoxal Monoimines and some Derivatives.
Alcaide, Benito,Escobar, Gerardo,Perez-Ossorio, Rafael,Plumet, Joaquin,Sanz, Dionisia
, p. 1466 - 1488 (2007/10/02)
Condensation of phenylglyoxal with primary aliphatic amines yields the related keto-aldimines.When primary aromatic amines are used, aldimines, amino-hydroxy-ketones, diamino-ketones, and alkoxy-amino-ketones are obtained depending upon the nature of the amine and the experimental conditions.Alternatively the monoimines can be obtained by dehydration of C-hydroxyphenacylarylamines and by demethanolation of C-methoxyphenacylarylamines both on treatment with Pd/C catalyst.Reduction of phenylglyoxal monoimines with sodium borohydride yielded H-substituted 1-phenyl-2-aminoethanols and 1,3-dipolar cycloaddition of the imines with p-chlorobenzonitrile oxide afforded 4-substituted 5-benzoyl-3-(p-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazoles.