Abstract
AbstractN‐Substituted isothiazol‐3(2H)‐ones can be easily prepared from N‐substituted 3‐benzoylpropi‐onamides in two experimentally simple steps, in satisfactory overall yields. Reaction of the amides with excess thionyl chloride results in the formation of N‐substituted 5‐benzoylisothiazol‐3(2H)‐ones, which are readily debenzoylated with alkali to the corresponding N‐substituted isothiazol‐3(2H)‐ones. This method has now been successfully applied to the synthesis of isothiazolones N‐substituted with a bulky alkyl group, such as the tert‐butyl group, and with a phenyl group bearing either a strong electron‐withdrawing substituent, such as the 3‐nitrophenyl and 4‐nitrophenyl group, or an electron‐releasing substituent, such as the 4‐methylphenyl and 4‐methoxyphenyl group.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have