Studies on the Ritter reaction. I. Synthesis of 3-/5-barbituryl/-propanesulfonic acids with anti-inflammatory activity.
Under the condition of the Ritter reaction the allyl group bound to C5 of the barbituric ring was observed to transform, due to addition of sulfuric acid, into beta-sulfooxy-propane-sulfonic or beta-hydroxy-propanesulfonic group. Inner anhydrides of the structure of beta-sulfone or carbyl sulfate are the intermediate products of these reactions. Well water-soluble calcium salts of the synthetized acids were pharmacologically analyzed.
D000097:Acetonitriles; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D001463:Barbiturates / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D013451:Sulfonic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D013464:Sulfuric Acids
D000097:Acetonitriles; D000893:Anti-Inflammatory Agents; D001463:Barbiturates; D013451:Sulfonic Acids; D013464:Sulfuric Acids; C033158:sulfuric acid; C032159:acetonitrile