Dimethylformamide → 4-cyano-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide

HRID 1434682ノート

反応式

HRID 1434682 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)C.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:26][O:27][CH3:28].C[N:30](C=O)C>O>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH2:26][O:27][CH3:28])[C:14]2[S:15][CH:16]=[CH:17][N:18]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)#[N:30]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 210825294-Acetyl-n-(thiazol-2-yl)benzenesulfonamide

生成物 1

HCID 670014474-cyano-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 4-acetyl-N-thiazol-2-yl-benzenesulfonamide (10 mmol) and potassium carbonate (15 mmol) in DMF (30 mL) was added chloro-methoxy-methane (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-cyano-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide (5.2 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-05c3d9da90e94aa78be6e3ff3ca93dd7
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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