Acetonitrile → 5-chloro-2,4-difluoro-N-pyridazin-3-ylbenzenesulfonamide

HRID 46392

反応式

HRID 46392 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[N:2]=1.C1N2CCN(CC2)C1.[Cl:16][C:17]1[C:18]([F:28])=[CH:19][C:20]([F:27])=[C:21]([S:23](Cl)(=[O:25])=[O:24])[CH:22]=1.C(#N)C>>[Cl:16][C:17]1[C:18]([F:28])=[CH:19][C:20]([F:27])=[C:21]([S:23]([NH:7][C:3]2[N:2]=[N:1][CH:6]=[CH:5][CH:4]=2)(=[O:25])=[O:24])[CH:22]=1

参加物

5

反応物 4

HCID 6342AcetonitrileHCID 9237DabcoHCID 230373AminopyridazineHCID 27735275-Chloro-2,4-difluorobenzenesulphonyl chloride

生成物 1

HCID 594365565-chloro-2,4-difluoro-N-pyridazin-3-ylbenzenesulfonamide収率 24.9%

実験手順

Pyridazin-3-amine (1.00 g, 10.5 mmol) and triethylenediamine (1.18 g, 10.5 mmol) was added concurrently to a solution of 5-chloro-2,4-difluorobenzenesulfonyl chloride (2.60 g, 10.5 mmol) in acetonitrile (50 mL, 1000 mmol). The reaction mixture was stirred for 18 h then concentrated. The residue was dissolved in ethyl acetate (30 mL), washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified on automated silica gel chromatography (chloroform to 50% of 10% methanol in chloroform) to give 800 mg of the desired product as a yellow solid.

後処理

  1. concentrationthen concentrated
  2. dissolutionThe residue was dissolved in ethyl acetate (30 mL)
  3. washwashed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified on automated silica gel chromatography (chloroform to 50% of 10% methanol in chloroform)

出典と根拠

ORDレコード
ord-69c130f46a43405c8ab272fa1855e7ad
出典データセット
uspto-grants-2013_09
特許番号
US08541588B2

関連ノート

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