4-(5-ARYL-2-OXAZOLYL)BENZENESULFONIC ACID DERIVATIVES CONTAINING A DIMETHYLAMINO GROUP

Article abstract of DOI:10.1007/BF00531666

Condensation of 4-chlorosulfonyl- and 4-fluorosulfonyl-benzoyl chlorides with p-dimethylamino-α-aminoacetophenone followed by cyclodehydration of the resulting amides leads to the formation of 4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl halides, and the corresponding sulfonic ester, sulfomorpholide, sulfonamide, and sodium salt are synthesized from them.The spectral and luminescence properties of the compounds synthesized have been studied in toluene, ethanol, DMF.The ability of the sulfonyl group to transmit the electronic effects of the substituents on it to the overall molecular ?-electron system of 2,5-diaryloxazole has been demonstrated.Solvation fluorochromia has been detected in polar solvents.In some of the compounds studied the Stokes shift exceeds 200 nm.