Aniline → Phenylsulfamate

32 mg of 4-formylphenyl sulfamate was added to a mixture composed of 11.5 μl of aniline, 0.2 ml of ethanol, 27 mg of sodium acetate, 84 μl of acetic acid, and 0.25 ml of water, and dissolved therein by heating. The resulting mixture was cooled with ice, and 20 mg of sodium borohydride was slowly added thereto. After the reaction mixture was stirred at room temperature for 10 minutes, a saturated aqueous solution of sodium hydrogen carbonate was added thereto, and the product was extracted with ethyl acetate. After the organic layer was washed with water and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The resulting crude product was purified by TLC (using a 9:1 mixture of chloroform and methanol as the developing solvent) to obtain 27 mg of 4-N-phenylaminomethyl)phenyl sulfamate.

1. dissolutiondissolved
2. temperatureby heating
3. additionwas slowly added
4. extractionthe product was extracted with ethyl acetate
5. washAfter the organic layer was washed with water
6. dry with materialdried over anhydrous sodium sulfate
7. distillationthe solvent was distilled off under reduced pressure
8. customThe resulting crude product was purified by TLC (
9. additiona 9:1 mixture of chloroform and methanol as the developing solvent)

ORD record

ord-749960b771414304b8c1659d82a0c9ed

Source dataset

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06762205B1