Nitrofungin → 3-(2-Chloro-4-nitrophenoxy)methylpyridine

Participants

Reaction Steps

In like manner, each of 3-bromomethylpyridine and 5-chloro-2-bromomethylpyridine is reacted with 2-chloro-4-nitrophenol to give 3-(2-chloro-4-nitrophenoxy)methylpyridine and 5-chloro-2-(2-4-nitrophenoxy)methylpyridine, respectively, each of which is reduced. The resulting 3-(2-chloro-4-aminophenoxy)methylpyridine and 5-chloro-2-(2-chloro-4-aminophenoxy)methylpyridine is each reacted with 3,4,5,6-tetrahydrophthalic anhydride to yield, respectively, N-3-chloro-4-(3-pyridylmethoxy)phenyl-3,4,5,6-tetrahydrophthalimide and N-3-chloro-4-[2-(5-chloropyridyl)methoxy]phenyl-3,4,5,6-tetrahydrophthalmide.

Provenance & Evidence