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p-Bromobenzenesulfonyl chloride → N-[4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazol-5-yl]-4-bromobenzenesulfonamide

HRID 1368604
ノート
印刷プレビュー

反応式

HRID 1368604 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([O:19][CH3:20])[C:14]=1[C:21]1[CH:29]=[CH:28][C:24]2[O:25][CH2:26][O:27][C:23]=2[CH:22]=1.CN(C1C=CC=CN=1)C>N1C=CC=CC=1>[O:25]1[C:24]2[CH:28]=[CH:29][C:21]([C:14]3[C:15]([O:19][CH3:20])=[N:16][N:17]([CH3:18])[C:13]=3[NH:12][S:8]([C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=3)(=[O:10])=[O:9])=[CH:22][C:23]=2[O:27][CH2:26]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 218852-DimethylaminopyridineHCID 222819435-amino-4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazole

生成物 1

HCID 22281954N-[4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazol-5-yl]-4-bromobenzenesulfonamide収率 2.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

4-Bromobenzenesulfonyl chloride (210 mg) was added at room temperature under an atmosphere of nitrogen to a solution of 5-amino-4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazole (Preparation 43) (100 mg) and dimethylaminopyridine (50 mg) in anhydrous pyridine (4 ml). The reaction was stirred overnight. The mixture was concentrated under reduced pressure, then a saturated solution of ammonium chloride (6 ml), ethyl acetate (6 ml), and brine (6 ml) were sequentially added. The aqueous phase was extracted with ethyl acetate (2*8 ml) and the combined organic fractions were washed with brine (10 ml), dried over sodium sulfate and concentrated under reduced pressure. The residue was purified to yield the title compound (4 mg).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additiona saturated solution of ammonium chloride (6 ml), ethyl acetate (6 ml), and brine (6 ml) were sequentially added
  3. extractionThe aqueous phase was extracted with ethyl acetate (2*8 ml)
  4. washthe combined organic fractions were washed with brine (10 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified

出典と根拠

ORDレコード
ord-f221f895245c4a5fa486e0a7574180ea
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06573270B1

反応ノート

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