反应详情

of 1-acetamido-2-nitro-4-thiocyanatobenzene in 70 ml. of n-propyl alcohol containing 4.8 g. potassium hydroxide is treated with 2.6 g. n-propylbromide. The mixture is stirred overnight at 15°-20° C., then poured into water, and extracted with chloroform. The dried extracts are stripped under vacuum and the residual red oil is dissolved in 25 ml. of acetic anhydride. A few drops of sulfuric acid are added and the mixture left at 20°-25° C for 1 hour. Sodium acetate is added and the solvent removed under vacuum. The residue is treated with water and the crude product filtered off. Recrystallization from methanol gives 1-acetamido-2-nitro-4-n-propylthiobenzene. (This intermediate may also be obtained directly by alkylation of 1-acetamido-2-nitro-4-thiocyanatobenzene with n-propylbromide in dimethylformamide in the presence of sodium borohydride.)

1. extractionextracted with chloroform
2. dissolutionthe residual red oil is dissolved in 25 ml
3. additionA few drops of sulfuric acid are added
4. waitthe mixture left at 20°-25° C for 1 hour
5. additionSodium acetate is added
6. customthe solvent removed under vacuum
7. additionThe residue is treated with water
8. filtrationthe crude product filtered off
9. customRecrystallization from methanol