THE CHEMISTRY OF THE "AMINOCHROMES": PART IV. SOME NEW AMINOCHROMES AND THEIR DERIVATIVES

Abstract

N-Ethylnoradrenochrome, N-isopropylnoradrenochrome, adrenochrome methyl ether, adrenochrome ethyl ether, and their 2-iodo derivatives have been prepared in crystalline form. The action of acetic anhydride in pyridine on these aminochromes has been studied; acetylated rearrangement products were obtained in each case. N-Ethylnoradrenochrome monosemicarbazone, N-ethylnoradrenolutin, 5,6-diacetoxy-N-ethyl-2-iodoindole, and 5,6-diacetoxy-2-iodo-N-isopropylindole have been prepared. The ultraviolet and visible absorption spectra of the aminochromes described above and several 5,6-diacetoxy- and 3,5,6-triacetoxy-N-alkylindoles have been measured and the paper chromatographic behavior of the unhalogenated aminochromes studied.