New data on the chemistry of amides of sulfuric acid and trichlorophosphazosulfonaryls

Summary

• 1. A scheme explaining the reactions of amidation of carboxylic acids by amides of sulfuric acid is presented, and is experimentally established.

• 2. It is shown that phenylsulfamic acid in pyridine solution reacts with carboxylic acids to give their anilides.

• 3. The product of reaction of amines with acylsulfamic acids is shown to be an acylamine.

• 4. The products of reaction of p-aminobenzole acid with sulfamides are shown to be polypeptides of p-aminobenzoic acid.

• 5. A new method has been found for preparation of trihalogenophosphazosulfonaryls, from alkali metal salts of chloramides of arylsulfonic acids and appropriate phosphorus trihalides.

• 6. The hydrolysis and acidolysis of tricholorophosphazosulfonaryls have been studied. All the theoretically possible intermediate and final products of hydrolysis and acidolysis of trichlorophosphazosulfonaryls were obtained, viz, the mono- and di-chlorides of arylsulfonamidophosphoric acids, free arylsulfonamidophosphoric acids, and acylsulfamides.

• 7. The aminolysis and arylaminolysis of trichlorophosphazosulfonaryls have been studied. The products are: triamides of arylsulfonimidophosphoric acids, salts of diamides of arylsulfonimidophosphoric acids, mon-amides of arylsulfonamidophosphoric acids, chlorides of dianilidoarylsulfonimidophosphoric acids, diamilides of arylsulfonamidophosphoric acids, and trianilides of arylsulfonimidophosphoric acids.

• 8. The reaction between trichlorophosphazosulfonaryls and alcohols or phenols has been studied. The products are triesters of arylsulfonimidophosphoric acids and diesters of arylsulfonamidophosphoric acids.