تفاعل #5564

معادلة التفاعل

5-[3-[2-(phenylamino)ethyloxy]propylthio]imidazo[1,2-a]pyridine

triethylamine

methanesulfonyl chloride

→

desired product

المردود 1.2%

5-[3-[2-(N-methanesulfonylanilino)ethyloxy]propylthio]imidazo[1,2-a]pyridine

المردود 1.2%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGthe mixture was further stirred under ice-
3. 3
   درجة الحرارةcooling for 10 minutes
4. 4
   غسيلThe reaction mixture was washed with water
5. 5
   استخلاصthe aqueous layer was extracted with methylene chloride (30 ml×3)
6. 6
   تجفيفdried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONAfter the solvent was distilled off
8. 8
   أخرىthe residue was purified by column chromatography (eluent: ethyl acetate)

الإجراء التجريبي

To a solution of 5-[3-[2-(phenylamino)ethyloxy]propylthio]imidazo[1,2-a]pyridine (1.034 g, 3.158 mmoles) and triethylamine (0.88 ml, 6.3 mmoles) in methylene chloride (30 ml) was added methanesulfonyl chloride (0.37 ml, 4.7 mmoles) with stirring under ice-cooling and the mixture was further stirred under ice-cooling for 10 minutes. The reaction mixture was washed with water and the aqueous layer was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 16 mg of the desired product (brown oily product)

المصدر