第2級アミンの新合成法 (第7報)
サッカリン法の反応機構に就いて
1955 年 75 巻 2 号 p. 168-171
詳細
1955 年 75 巻 2 号 p. 168-171
The characteristics of the saccharin method is that the final step of acid hydrolysis proceeds in marked easiness. The presence of a carboxyl in the ortho-position makes it extremely facile, compared to the aryl sulfonamide process, and the reason for it is assumed to be as follows: i) Electron density of the sulfur atom decreases by the +E effect and ortho effect of the positive carboxyl group, making it more easily attacked by the water molecule; ii) the presence of a hydroxyl in the molecule has increased its solubility in water.
