تفاعل #5554

معادلة التفاعل

5-[4-(amino)butylthio]imidazo[1,2-a]pyridine

triethylamine

1-naphthalenesulfonyl chloride

→

desired product

المردود 53.3%

5-[4-(1-naphthalenesulfonylamino)butylthio]imidazo[1,2-a]pyridine

المردود 53.3%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
3. 3
   غسيلThe reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and water
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   أخرىthe residue was purified by column chromatography (eluent: ethyl acetate)

الإجراء التجريبي

To a solution of 5-[4-(amino)butylthio]imidazo[1,2-a]pyridine (300 mg, 1.36 mmoles) and triethylamine (0.29 ml, 2.08 mmoles) in methylene chloride (15 ml) was added 1-naphthalenesulfonyl chloride (307 mg, 1.35 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 296 mg of the desired product (53.0%, colorless solid).

المصدر