Sodium Sulfite → 6-Chloro-3-[2-(methylsulfonyl)phenoxy]pyridazine 1-oxide

HRID 1821663ノート

反応式

HRID 1821663 の反応式
[Cl:1][C:2]1[N+:7]([O-:8])=[N:6][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2SC)=[CH:4][CH:3]=1.Cl[C:19]1C=CC=C(C(OO)=O)C=1.[S:29]([O-:32])([O-])=[O:30].[Na+].[Na+]>ClCCCl>[Cl:1][C:2]1[N+:7]([O-:8])=[N:6][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[S:29]([CH3:19])(=[O:32])=[O:30])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 229399336-Chloro-3-[2-(methylsulfanyl)phenoxy]pyridazine 1-oxide

生成物 1

HCID 229400506-Chloro-3-[2-(methylsulfonyl)phenoxy]pyridazine 1-oxide収率 56.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

In 1,2-dichloroethane (5 mL) was dissolved 208 mg (0.774 mmol) of 6-chloro-3-[2-(methylsulfanyl)phenoxy]pyridazine 1-oxide obtained in Example 11 (1), 829 mg (3.84 mmol) of 80% m-chloroperbenzoic acid was added to the solution and the resulting mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into 10% aqueous sodium sulfite solution, and extracted with ethyl acetate. The organic layers were combined, washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off and the obtained residue was purified by preparative thin-layer chromatography (available from Merck Co., 1.05744, developed by hexane:ethyl acetate=1:1) to obtain 132 mg (0.439 mmol, Yield: 56.7%) of 6-chloro-3-[2-(methylsulfonyl)phenoxy]pyridazine 1-oxide.

後処理

  1. additionwas added to the solution
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe obtained residue was purified by preparative thin-layer chromatography (available from Merck Co., 1.05744, developed by hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-c3c679b7915647d6aefb22a6a413adf1
出典データセット
uspto-grants-2009_10
特許番号
US07608563B2

反応ノート

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