Tetrahydrofuran → 4-(2-bromo-acetyl)-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide

HRID 1434683ノート

反応式

HRID 1434683 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[S:15][CH:16]=[CH:17][N:18]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[Br-:19].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.C1[CH2:44][O:43][CH2:42]C1>O>[Br:19][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH2:42][O:43][CH3:44])[C:14]2[S:15][CH:16]=[CH:17][N:18]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)=[O:3]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 210825294-Acetyl-n-(thiazol-2-yl)benzenesulfonamideHCID 21124087Pyridiniumtribromide

生成物 1

HCID 866116974-(2-bromo-acetyl)-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 4-acetyl-N-thiazol-2-yl-benzenesulfonamide (10 mmol) in THF (50 mL) was added pyridinium tribromide (10 mmol), and the mixture was stirred for 4 h. The reaction mixture was diluted with water (30 mL) and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by column chromatography to give 4-(2-bromo-acetyl)-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide (8.2 mmol) as a white solid.

後処理

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-182a8cebbf694424bd1e4f6844073fed
出典データセット
uspto-grants-2009_11
特許番号
US07615569B2

反応ノート

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