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

HRID 46392

反应方程式

HRID 46392 反应方程式
[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

参与物

5

反应物 4

HCID 6342乙腈HCID 9237三乙烯二胺HCID 2303733-氨基哒嗪HCID 27735275-氯-2,4-二氟苯磺酰氯

产物 1

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

实验过程

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.

后处理

  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)

来源与证据

ORD记录
ord-69c130f46a43405c8ab272fa1855e7ad
来源数据集
uspto-grants-2013_09
专利号
US08541588B2

关联笔记

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