Реакция #2502

Уравнение реакции

sodium carbonate

pyridine

o-Anisidine

3-pyridinesulfonylchloride hydrochloride

→

title compound

Выход 83.5%

N-(2-Methoxyphenyl)-3-pyridinesulfonamide

Выход 83.5%

Растворители

water

toluene

Условия реакции

Обработка

1. 1
   Другоеat room temperature
2. 2
   Другоеthe resulting reaction solution
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   Промывкаwashed with water and saturated brine
5. 5
   СушкаAfter drying on anhydrous sodium carbonate
6. 6
   Другоеremoving the solvent
7. 7
   Другоеby evaporation
8. 8
   Другоеthe resulting orange solid was purified by a silica gel column chromatography (ether:hexane=3:1)
9. 9
   Другоеto obtain a light orange solid which
10. 10
    Промывкаwas subsequently washed with an ether-hexane (1:3) mixture solution

Методика

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.

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