Methanesulfonyl chloride → N-(4-bromo-2-ethylphenyl)methanesulfonamide

HRID 859673

反応式

HRID 859673 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH2:9][CH3:10])[CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1.CCOC(C)=O>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:12]([CH3:11])(=[O:14])=[O:13])=[C:4]([CH2:9][CH3:10])[CH:3]=1

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 28012834-Bromo-2-ethylaniline

生成物 1

HCID 6469152N-(4-bromo-2-ethylphenyl)methanesulfonamide収率 81%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4-Bromo-2-ethyl-aniline (2 mL, 14 mmol) dissolved in anhydrous pyridine (35 mL) at toom temperature was treated with methylsulfonyl chloride (1.3 mL, 16.8 mmol). The reaction was stirred at that temperature for 15 hours before it was diluted with EtOAc. The mixture was washed with H2O, brine and dried over MgSO4. The solvent was removed in vacuo and the residue was purified with flash chromatography (SiO2, 5–30% EtOAc in hexanes) to afford the desired product (3.1 g, 81% yield). 1H NMR (300 MHz, CDCl3): δ 1.25 (t, J=7.5 Hz, 3 H), 2.61–2.68 (m, 2 H), 3.02 (s, 3 H), 6.36 (s, 1 H), 7.36–7.39 (m, 3 H).

後処理

  1. washThe mixture was washed with H2O, brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified with flash chromatography (SiO2, 5–30% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-389a00c858154614be5cd1adf398aead
出典データセット
uspto-grants-2006_12
特許番号
US07151105B2

関連ノート

読み込み中…