反应详情

4-Methyl-acetylsalicylic acid (5 g.) was converted to its acid chloride by a conventional method and dissolved in acetone (200 ml.). Then p-anisidine (3.2 g.) and dimethylaniline (3.1 g.) were dissolved in acetone (100 ml.) and the above acid chloride solution was added by drops while cooling and mixing; agitation was maintained for 1 to 2 hours. Then the reaction mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate and treated as in the similar method of Example 5 to give 2-hydroxy-4-methyl-4'-methoxybenzanilide (5.3 g.). Yield: 80%, melting point: 185°-186° C.

1. temperaturewhile cooling
2. additionmixing
3. temperatureagitation was maintained for 1 to 2 hours
4. concentrationThen the reaction mixture was concentrated under reduced pressure
5. dissolutionthe residue was dissolved in ethyl acetate
6. additiontreated as in the similar method of Example 5