Thionyl Chloride → 2-Chloro-5-benzoxazolecarbonitrile
反応式
S=[C:2]1[NH:6][C:5]2[CH:7]=[C:8]([C:11]#[N:12])[CH:9]=[CH:10][C:4]=2[O:3]1.S(Cl)([Cl:15])=O>CN(C=O)C.C(Cl)Cl>[Cl:15][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[CH:7][C:5]=2[N:6]=1参加物
5
反応条件
- 温度
- 67.5 °C
実験手順
To a mixture of 2-thioxo-2,3-dihydrobenzooxazole-5-carbonitrile (2.56 g, 14.5 mmol) and thionylchloride (14.1 mL) was added two drops of DMF. The mixture was heated at 65-70° C. for 1 h. Then the mixture was cooled to rt and diluted with CH2Cl2. The solvent and excess thionylchloride were removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: 20% EtOAc in Petroleum ether) to give 2-chlorobenzo-oxazole-5-carbonitrile 1.69 g (65%).
後処理
- temperatureThen the mixture was cooled to rt
- customThe solvent and excess thionylchloride were removed under reduced pressure
- customThe residue was purified by column chromatography on silica gel (eluent: 20% EtOAc in Petroleum ether)
出典と根拠
- ORDレコード
- ord-2bf63788ebd64e0abb69a8badfc68823
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08772285B2
反応ノート
読み込み中…