Potassium Persulfate → 4,6-Dichloropyrimidine-5-carboxylic acid

HRID 1948131

反応式

HRID 1948131 の反応式
[Cl:1][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=1.S(OOS([O-])(=O)=O)([O-])(=O)=[O:12].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[C:7]([C:8]([OH:12])=[O:9])=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 24412Potassium PersulfateHCID 8196914,6-Dichloro-5-pyrimidinecarbaldehyde

生成物 1

HCID 248204874,6-Dichloropyrimidine-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4,6-dichloro-5-pyrimidinecarbaldehyde (15.0 g, 84.8 mmol) in DMF (360 mL) was charged with potassium monopersulfate (38.9 g, 254 mmol) and stirred over night at rt. The reaction mixture was filtered through a pad of celite and partitioned between EtOAc and water and separated. The aqueous was extracted with EtOAc (3×) and the combined organic fractions were washed with water (2×), brine, and dried over sodium sulfate, filtered, and concentrated to afford the title compound. 1H NMR (DMSO-d6, 400 MHz): δ=9.02 (s, 1H).

後処理

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. custompartitioned between EtOAc and water
  3. customseparated
  4. extractionThe aqueous was extracted with EtOAc (3×)
  5. washthe combined organic fractions were washed with water (2×), brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-43f44a3109d24948a651be92b5c5b4ae
出典データセット
uspto-grants-2013_03
特許番号
US08399433B2

関連ノート

読み込み中…