Phosphorus oxychloride → 2-chloro-4-methoxy-1H-Benzimidazole

HRID 410215ノート

反応式

HRID 410215 の反応式
[CH3:1][O:2][C:3]1[C:11]2[NH:10][C:9](=O)[NH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:9]1[NH:10][C:11]2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=2[N:8]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 129266284-methoxy-1H-benzo[d]imidazol-2(3H)-one

生成物 1

HCID 1784889662-chloro-4-methoxy-1H-Benzimidazole

実験手順

To a round bottomed flask was added 4-methoxy-1H-benzo[d]imidazol-2(3H)-one (1.8163 g, 11.06 mmol). POCl3 (1.031 mL, 11.06 mmol) was added and the reaction was brought to reflux. Upon completion, POCL3 was evaporated off. The residue was taken up in DCM. The reaction mixture was diluted with water and saturated sodium bicarbonate and extracted with DCM. The organic extract was washed with sat. sodium bicarbonate solution, water, brine, dried with, magnesium sulfate, filtered, and concentrated to provide 2-Chloro-7-methoxy-1H-benzo[d]imidazole. MS (ESI, pos. ion) m/z: 182.9 (M+1).

後処理

  1. temperatureto reflux
  2. customUpon completion, POCL3 was evaporated off
  3. additionThe reaction mixture was diluted with water and saturated sodium bicarbonate
  4. extractionextracted with DCM
  5. extractionThe organic extract
  6. washwas washed with sat. sodium bicarbonate solution, water, brine
  7. dry with materialdried with, magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-c5b312783c344492887a4fe656515547
出典データセット
uspto-grants-2014_06
特許番号
US08759532B2

反応ノート

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