反応 #1169451

反応方程式

hydrochloric acid

4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

2-mercaptoethanol

sodium hydride

→

4-tert-butyl-N-{6-(2-hydroxyethylthio)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

収率 69.5%

溶媒

dimethylacetamide

反応条件

後処理

1. 1
   その他the mixture is reacted under argon atmosphere at 70° C. for two hours, at 100° C. for three hours
2. 2
   その他further reacted at 130° C. for two hours
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The ethyl acetate layer is washed
5. 5
   その他dried
6. 6
   その他evaporated
7. 7
   その他to remove the solvent
8. 8
   その他The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=70:1)
9. 9
   その他recrystallized from ethyl acetate/n-hexane

実験手順

To a solution of 2-mercaptoethanol (1.31 g) in dimethylacetamide (15 ml) is added sodium hydride (62.3% dispersion-type, 520 mg) under argon atmosphere. Five minutes later, to the mixture is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (1.5 g), and the mixture is reacted under argon atmosphere at 70° C. for two hours, at 100° C. for three hours, and further reacted at 130° C. for two hours. The reaction solution is treated with hydrochloric acid, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=70:1), and recrystallized from ethyl acetate/n-hexane to give 4-tert-butyl-N-{6-(2-hydroxyethylthio)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (1.14 g) as crystals.

出典