4-(5-aryl-2-oxazolyl)benzenesulfonic acid derivatives containing a dimethylamino group

Autor: Fedyunyaeva, I. A., Shershukov, V. M.
Zdroj: Chemistry of Heterocyclic Compounds; February 1993, Vol. 29 Issue: 2 p204-207, 4p
Abstrakt: Condensation of 4-chlorosulfonyl- and 4-fluorosulfonyl-benzoyl chlorides with p-dimethylamino-a-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, and DMF. The ability of the sulfonyl group to transmit the electronic effects of the substituents on it to the overall molecular p-electron system of 2,5-diaryloxazole has been demonstrated. Salvation fluorochromia has been detected in polar solvents. In some of the compounds studied the Stokes shift exceeds 200 nm.
Databáze: Supplemental Index