Methylamine → 1-(5-Chloro-6-methoxynaphthalen-2-yl)ethan-1-one

Participants

Reaction Steps

The compound of the title is prepared by following essentially the same procedure described in example 2 but starting from 5-chloro-6-methoxy-2-methylamino-1-nitrosonaphthalene instead of 2-methylamino-1-nitrosonaphthalene and employing 4-methoxybenzaldehyde instead of 4-ethoxybenzaldehyde. Yield 48%. M.p. 247°-48° C. (from ethanol). The starting 5-chloro-6-methoxy-2-methylamino-1-nitrosonaphthalene is prepared through reaction of methylamine with 5-chloro-6-methoxy-1-nitroso-2-naphthol following the procedure described in the second portion of the foregoing example. In its turn this last compound is prepared by nitrosation of 5-chloro-6-methoxy-2-naphthol obtained from (5-chloro-6-methoxy-2-naphthalenyl)-ethanone which is a commercial product.

Provenance & Evidence