Anthraquinone and anthrone series
- 28 Downloads
5-Nitrobenzanthrone has been synthesized by nitration of 4-acetamidobenzanthrone, hydrolysis to 4-amino-5-nitrobenzanthrone and subsequent deamination. The adjacent orientation of the amino and nitro groups was shown by reduction to a diamine, which formed a quinoxaline with phenanthraquinone and an imidazole with benzoyl chloride. Reduction of 5-nitrobenzanthrone gave 5-aminobenzanthrone which was converted to 5-chlorobenzanthrone. Oxidation of 5-chlorobenzanthrone gave 3-chloroanthraquinone-1-carboxylic acid, identical with the acid prepared from 1-amino-3-chloroanthraquinone.
KeywordsSulphuric Acid Nitrobenzene Anthraquinone Quinoxaline Benzoyl Chloride
Unable to display preview. Download preview PDF.
- 1.Boyes, Grieve and Rule ..J. Chem. Soc., 1938, 1841.Google Scholar
- 2.Boriani..Chem. Zentr., 1941,2, 1647.Google Scholar
- 3.Pritchard and Simonson ..J. Chem. Soc., 1938, 2047.Google Scholar
- 4.Ioffe and Pavlova..J. Gen. Chem. U.S.S.R., 1944,14, 144.Google Scholar
- 5.B.A.S.F. .. D.R.P. 1,87,495;Chem. Zentr., 1907,2, 1367.Google Scholar
- 6.A. G. Perkin..J. Chem. Soc., 1920,117, 697.Google Scholar
- 7.—— and Spencer.. Ibid., 1922,121, 474.Google Scholar
- 9.See preceding paper.Google Scholar
- 10.Bradley and Jadhav ..J. Chem. Soc., 1937, 1792.Google Scholar