Reductions of 1-(4-Nitrophenacyl)-4-(1-hexyl)-pyridinium Bromide

Abstract

Diazotization Test.-A solution of one gram of &naphthol dissolved in 25 rnl. of 3 N sodium hydroxide was prepared. rl small amount of sample t o be tested was dissolved in 1 iz' sodium hydroxide and a little solid sodium nitrite added. To this solution was added an excess of dilute hydrochloric acid and then poured into a few ml. of alkaline @-naphthol. Positive test was characterized by formation of azure-red color; nrgative. yellow or hrowti cnlor. This tesi w r i b SEW OKLEASS, LOUISIASA used throughout our work to confirm the coiijugation of free amino groups. 1C~S~lKIfj~-'l'IOS FKOM SOKT11 ' r B l A S STATE e O L L E C E Reductions of 1-(4-Nitrophenacyl)-4-i 1-hexyl)-pyridinium Bromide 13u PRICE TRUITT, 1 3 0~ H:~LI,' AND HENNIE XRNWINE' RECEIVED APRIL 8, 1952 'The synthesis and reduction of l-(.l-Iiitrophenacyl).~-( 1-hexyl)-pyridinium bromide are reported. The catalytic hydro-The rates of hydrogenation with Adams catalyst indicate the pyridinium func-The car-The structures of these compounds have been proved by alter-genation of this compound occurs stepwise. tion is reduced first followed by the nitro group. bonyl group was not reduced under the conditions reported. 11 ate syntheses, The reverse order of reduction was noted with Raney nickel.