N-(4-chloro-2-methylphenyl)-2-hydroxybenzamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 135 g. of 2'-methyl-4'-chlorosalicylanilide is dissolved in 2,500 cc. of carbon disulfide with heating. Said solution is then rapidly cooled to form a finely dispersed suspension of 2'-methyl-4'-chlorosalicylanilide. A solution of 80 cc. of bromine in 250 cc. of carbon disulfide is added, drop by drop, at room temperature to said suspension with agitation. Said reaction mixture is allowed to stand over night. Thereby 210 g. of 5-bromo-2'-methyl-4'-chloro salicylanilide are obtained. Resulting compound (compound No. 1) forms colorless prism-shaped crystals having properties shown in Table 1 by recrystallizing from ethyl acetate. is then rapidly cooled to form at room temperature reaction mixture to stand over night

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 135 g. of 2'-methyl-4'-chlorosalicylanilide is dissolved in 2,500 cc. of carbon disulfide with heating. Said solution is then rapidly cooled to form a finely dispersed suspension of 2'-methyl-4'-chlorosalicylanilide. A solution of 80 cc. of bromine in 250 cc. of carbon disulfide is added, drop by drop, at room temperature to said suspension with agitation. Said reaction mixture is allowed to stand over night. Thereby 210 g. of 5-bromo-2'-methyl-4'-chloro salicylanilide are obtained. Resulting compound (compound No. 1) forms colorless prism-shaped crystals having properties shown in Table 1 by recrystallizing from ethyl acetate. is then rapidly cooled to form at room temperature reaction mixture to stand over night