Veratric amide

An alkaline solution of sodiiun hypochlorite is prepared by passing chlorine (0.412 gram for each gram of the amide) (Note 2) into a mixture of 300 g. of cracked ice and a cold solution of 80 g. of sodium hydroxide in 500 cc. of water, contained in a 2-I. round-bottomed flask. The whole of the veratric amide (55-58 g.) is added in one portion, and the mixture is warmed slowly in... 

Crude veratric aldehyde, obtained as described in the preceding paragraph, gives a 90 per cent yield of the oxime (m.p. 89-90 ) and an overall yield of 68-70 per cent of veratronitrile (m.p. 65-66 ). The nitrile thus produced is satisfactory for conversion to veratric amide and 4-aminoveratrole (p. 4) without further purification. 

Upon cooling the mixture, the oily layer of amine solidifies to a red crystalline mass. The crude amine is filtered with suction, washed with two 60-cc. portions of ice-cold water, pressed thoroughly, and transferred to an ordinary 125-cc. Claisen flask. The filtrate is extracted with three 60-cc. portions of benzene, the extracts are transferred separately to the Claisen flask, and the benzene is distilled off at atmospheric pressure (Note 3). The residual amine is distilled under reduced pressure and is collected at 172-174°/24 mm. (Note 4). The distillate solidifies quickly to a mass of colorless crystals which melt sharply at 87.5-88° (Note 5). From 58 g. (0.32 mole) of veratric amide there is obtained 39-40 g. (80-82 per cent yield) of 4-aminoveratrole. 

Vanadium pentoxide, 39, 1057 Vanillic acid, 898, 937,1012, 1013 Vanillin, 30, 31, 479, 864, 937, 1012, 1031, 1288-1289 o-Vanlllin, 31,468 Vegetable ivory, 838 Veratraldehyde, 468,1025 Veratramine derivative, 780 Veratric acid, 66 Veratric amide, 469 Veratrole, 127, 495, 898, 1018,1019 Veratronilrile, 479 Vernamycin Ba, 181 Vetivazulene, 368-369 Vilsmeier reagent, see Dimethylformamide-Phosphotyl chloride Vinca alkaloids, 648 Vincadiffbrmine, 648-649 Vinyl acetate, 492, 648,1020,1271 Vinylacetylene, 375, 698 Vinylamines, 41 Vinyl-n-butyl ether, 172 Vinyi d-carbomethoxyethyl ketone, 682, 1271-1272... 

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