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Water → N-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)ethanesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Ethanesulfonyl chloride | HCID 11667 | — |
| 反応物 | 3-{[4-(Difluoromethoxy)phenyl]ethynyl}aniline | HCID 57435864 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)ethanesulfonamide | HCID 59790328 | 91.4% |
反応手順
A cold (0° C.) solution of 3-{[4-(difluoromethoxy)phenyl]ethynyl}aniline (0.5 g, 1.93 mmol) and pyridine (0.31 mL, 3.80 mmol) in CH2Cl2 was treated dropwise with ethylsulfonyl chloride (0.27 mL, 2.89 mmol). The mixture was stirred for 5 hours, poured into water and extracted with EtOAc/ethyl ether 1/1. The organic extracts were combined, dried over MgSO4 and concentrated in vacuo. Purification of the resultant residue on silica gel (Biotage) using hexanes/EtOAc (3/1) as the eluting solvent gave N-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)ethanesulfonamide as a yellow oil (0.62 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423158B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-a9064075b6f744c19024d33c4e103b56 |
| 出典メモ | uspto-grants-2008_09 |