9-アミノフェナントレンのスルホン化

概要

論文の詳細を見る
9-Aminophenanthrene (1) gave an aminophenanthrene sulfonic acid (3) almost free from the isomers upon baking its bisulfate under various conditions. An excellent yield (98%) was attained when the reaction was carried out at 220°C under 4 mmHg. The structure of (3) was determined to be 9-aminophenanthrene-3- sulfonic acid based on the facts that (3) was synthesized by ammonolysis of 9-bromophenanthrene -3-sulfonic acid (2) and that (2) was derived by the Sandmeyer reaction from (3). Direct sulfonation of (1) with concentrated sulfuric acid proceeded with great ease and gave a mixed product of monosulf onic acids and polysulf onic acids even when the reaction was conducted at a low temperature so as to retain the major portion of the (1) unreacted. Trials to separate the mixture into its components failed to succeed.
社団法人有機合成化学協会の論文