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

HRID 1434682노트

반응식

HRID 1434682 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-05c3d9da90e94aa78be6e3ff3ca93dd7
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07615569B2

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