Chemistry of the aminochromes. Part XVII. Formation of addition products with bisulphite and thiols

Abstract

It has been confirmed that the addition products formed between aminochromes (indoline-5,6-diones) and sodium hydrogen sulphite are 3a,4-dihydroaminochrome-3a-sulphonates. These compounds were found to exist as the keto tautomers in aqueous solution and not as the enol tautomers as postulated earlier. Aminochromes also react with thiols, to give 3a-sulphides analogous to the 3a-sulphonates. Several of these have been isolated as their arylhydrazone derivatives, the structures of which have been determined by physical and chemical methods.