120347-00-4Relevant academic research and scientific papers
REACTION OF α-HALOGENO- AND α-NITROANTHRAQUINONES WITH THE ANIONS OF CH ACIDS. II. PERI-CYCLIZATION IN THE REACTION WITH NITRILES
Gorelik, M. V.,Titova, S. P.,Kanor, M. A.
, p. 1858 - 1864 (2007/10/02)
As a result of hydrolysis of the nitrile group and cyclization 1-cyanomethylanthraquinones, obtained from 1-halogeno- or 1-nitroanthraquinones and cyanoacetic ester and phenylacetonitrile, are transformed into 3-substituted 2-hydroxy-7H-dibenzoquinolin-7-ones.Derivatives of the underscribed anthradipyridine were obtained from 1,5-bis(cyanomethylanthraquinones.The reaction of 1-halogeno- or 1-nitroanthraquinones with excess of malonitrile and cyanoacetic ester in the presence of potassium hydroxide in a polar aprotic solvent gave high yields of 2-amino-1,3-dicyano- and 2-amino-1,3-diethoxycarbonylbenzanthrones.The reaction of 1-cyanomethylanthraquinones with carbon disulfide in an alkaline medium led to 2-substituted 6H-anthrathiophen-6-ones as a result, probably, of closure of the thiopyran ring and recyclization.
