Salicylamide → HCID 23344619, compound

Participants

Reaction Steps

A mixture of 25 g (0.182 mol) of salicylamide, 30 g (0.163 mol) of benzhydrol, 30 g (0.158 mol) of p-toluenesulfonic acid and 200 ml of acetic acid was refluxed for 3 hours with heating. After cooling, the precipitated white crystals were separated by filtration and washed with water to obtain 5-diphenylmethylsalicylamide. Thereafter 40 g of sodium hydroxide in 100 ml of water were added and the mixture was heated on a steam bath for 6 hours with stirring. After being allowed to cool, the mixture was acidified using diluted hydrochloric acid to obtain 40 g of a crude product comprising 5-diphenylmethylsalicylic acid, Compound (2). When the crude product was recrystallized using diluted methanol, it had a melting point of 190° to 191.5° C. The resulting Compound (2) was converted into the zinc salt by the same process as that described in Synthesis Example 2.

Provenance & Evidence