Phosphorus oxychloride → Methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate

HRID 1698577ノート

反応式

HRID 1698577 の反応式
[Cl:1][C:2]1[C:7]2[NH:8][C:9](=O)[N:10]([CH3:11])[C:6]=2[C:5]([C:13]([O:15][CH3:16])=[O:14])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:19])=O>C(OCC)(=O)C>[Cl:19][C:9]1[N:10]([CH3:11])[C:6]2[C:5]([C:13]([O:15][CH3:16])=[O:14])=[CH:4][CH:3]=[C:2]([Cl:1])[C:7]=2[N:8]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 67272570Methyl 7-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate

生成物 1

HCID 67272934Methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

Methyl 7-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate (150 mg, 0.63 mmol) was dissolved in 3 mL of phosphorous oxychloride and heated at 110° C. overnight. The reaction mixture was allowed to cool to room temperature, poured into a crushed ice, and stirred for 1 h. The resultant was diluted in ethyl acetate, washed with aqueous sodium bicarbonate, dried over magnesium sulfate, filtered and concentrated in vacuo. The obtained (147 mg, 90%) was used in the next reaction without further purification.

後処理

  1. temperatureto cool to room temperature
  2. washwashed with aqueous sodium bicarbonate
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe obtained (147 mg, 90%)
  7. customwas used in the next reaction without further purification

出典と根拠

ORDレコード
ord-298015aa55ab4d9d9d04662326f52a58
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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