تفاعل #6261

معادلة التفاعل

4-(4-aminobutylthio)pyridine

triethylamine

benzoyl chloride

→

desired compound

المردود 34.4%

4-[4-(benzoylamino)butylthio]pyridine

المردود 34.4%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 13 hours
3. 3
   غسيلThe mixture was washed with saturated aqueous sodium bicarbonate and saturated saline
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   أخرىthe residue was purified by column chromatography (eluent: ethyl acetate)

الإجراء التجريبي

To a solution of 1.00 g (5.49 mmol) of 4-(4-aminobutylthio)pyridine and 0.92 ml (6.60 mmol) of triethylamine in 30 ml of methylene chloride, 0.67 ml (5.77 mmol) of benzoyl chloride was added with stirring under ice-cooling and the mixture was stirred at room temperature for 13 hours. The mixture was washed with saturated aqueous sodium bicarbonate and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate) to give 0.54 g of the desired compound (34.4% yield, colorless crystals), mp. 75°-77° C.

المصدر