Some Alkamine Esters of 4-Acetylferulic and 3,4-Dimethoxycinnamic Acids¹

Oat phenolics: avenanthramides, novel substituted N-cinnamoylanthranilate alkaloids from oat groats and hulls

“…Reduction with a 3-fold excess of Na2S204 in 2.5% NH4OH at room temperature for 30 min followed by removal of solvent by rotary evaporation gave a residue containing the sodium bisulfite doulbe salt of 5-hydroxy-2-aminobenzoic acid (5-hydroxyanthranilic acid). The free acid was recovered by desalting this residue on SP-Sephadex H+ form and QAE-Sephadex formate form columns and recrystallizing from cold water to give pale purple needles: mp 250 °C (dec) (darkens at 235 °C; C7H7N03; M*+ Fosdick and Starke (1940).…”