PURPOSE: To obtain the above compound useful as an intermediate raw material for a phenylethanolamine derivative known as a cardiac drug, in high yield, by subjecting a 4-alkylacetophenone successively to alkylimidation, sul fonylchlorination, hydrolysis and amidation.
CONSTITUTION: The objective compound of formula IV is produced by reacting a 4-alkylacetophenone of formula I (R1 is 1W4C alkyl) with an alkylamine of formula R2NH2 (R2 is 1W4C alkyl), reacting the resultant 4-alkylacetophenone alkyl imide of formula II with chlorosulfonic acid or chlorosulfonic acid and thionyl chloride at 50W150°C, hydrolyzing the reaction product and reacting the obtained 5-acetyl-2-alkylbenzenesulfonyl chloride of formula III with ammonia at -10W+40°C. The benzene ring can be directly and selectively sulfonylchlorinated in a short step generating decreased amount of waste acid.
KAWAMURA MASAO
KATO KUNIOKI
SATO MAKOTO
Next Patent: 4,4-DISULFONYLBUTANOIC ACID ESTERS AND PRODUCTION THEREOF