反応 #2502

反応方程式

sodium carbonate

pyridine

o-Anisidine

3-pyridinesulfonylchloride hydrochloride

→

title compound

収率 83.5%

N-(2-Methoxyphenyl)-3-pyridinesulfonamide

収率 83.5%

溶媒

water

toluene

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   その他the resulting reaction solution
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄washed with water and saturated brine
5. 5
   乾燥After drying on anhydrous sodium carbonate
6. 6
   その他removing the solvent
7. 7
   その他by evaporation
8. 8
   その他the resulting orange solid was purified by a silica gel column chromatography (ether:hexane=3:1)
9. 9
   その他to obtain a light orange solid which
10. 10
    洗浄was subsequently washed with an ether-hexane (1:3) mixture solution

実験手順

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.

出典