تفاعل #2502

معادلة التفاعل

sodium carbonate

pyridine

o-Anisidine

3-pyridinesulfonylchloride hydrochloride

→

title compound

المردود 83.5%

N-(2-Methoxyphenyl)-3-pyridinesulfonamide

المردود 83.5%

المذيبات

water

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىat room temperature
2. 2
   أخرىthe resulting reaction solution
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلwashed with water and saturated brine
5. 5
   تجفيفAfter drying on anhydrous sodium carbonate
6. 6
   أخرىremoving the solvent
7. 7
   أخرىby evaporation
8. 8
   أخرىthe resulting orange solid was purified by a silica gel column chromatography (ether:hexane=3:1)
9. 9
   أخرىto obtain a light orange solid which
10. 10
    غسيلwas subsequently washed with an ether-hexane (1:3) mixture solution

الإجراء التجريبي

o-Anisidine (377 mg, 3.0 mmol) was dissolved in toluene (10 ml) to which were subsequently added pyridine (0.48 ml, 6.0 mmol) and 3-pyridinesulfonylchloride hydrochloride (642 mg, 3.0 mmol) at room temperature. After 1.5 hours of stirring at 100° C., the resulting reaction solution was mixed with water (20 ml), adjusted to pH 7 to 8 with anhydrous sodium carbonate, extracted with ethyl acetate and then washed with water and saturated brine. After drying on anhydrous sodium carbonate and removing the solvent by evaporation, the resulting orange solid was purified by a silica gel column chromatography (ether:hexane=3:1) to obtain a light orange solid which was subsequently washed with an ether-hexane (1:3) mixture solution to obtain 662 mg (83.5%) of the title compound in the form of colorless prism crystals.

المصدر