Synthesis of methanesulphonyl- and of certain arylsulphonyl-esters of hydroxyalkyl-substituted primary aromatic amines

Abstract

Methanesulphonyl, p-toluenesulphonyl, and similar esters can be obtained in good yields under carefully controlled conditions from aromatic nitro-compounds bearing hydroxyalkyl substituents jointed to the ring, either directly, or through various linking atoms or groups. Reduction of the products to primary amines, without loss of the labile ester groups, is frequently accompanied by serious practical difficulties, and in some cases, it was not possible to obtain the amines in a pure state.