Sodium Bicarbonate → Methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylate

HRID 1698578ノート

反応式

HRID 1698578 の反応式
Cl[C:2]1[N:6]([CH3:7])[C:5]2[C:8]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=[C:11]([Cl:12])[C:4]=2[N:3]=1.[Cl:17][C:18]1[CH:24]=[C:23]([CH3:25])[C:21]([NH2:22])=[C:20]([O:26][CH3:27])[CH:19]=1.C(=O)([O-])O.[Na+]>>[Cl:12][C:11]1[C:4]2[N:3]=[C:2]([NH:22][C:21]3[C:23]([CH3:25])=[CH:24][C:18]([Cl:17])=[CH:19][C:20]=3[O:26][CH3:27])[N:6]([CH3:7])[C:5]=2[C:8]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=1

参加物

4

反応物 3

HCID 516892Sodium BicarbonateHCID 591919724-Chloro-2-methoxy-6-methylanilineHCID 67272934Methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate

生成物 1

HCID 67273388Methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylate収率 44%

反応条件

温度
130 °C

実験手順

A mixture of methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate (100 mg, 0.39 mmol) and 4-chloro-2-methoxy-6-methylaniline (200 mg, 1.17 mmol) was stirred at 130° C. overnight. After cooling, the reaction mixture was neutralized by aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was chromatographed on a silica gel column to give 68 mg (0.17 mmol, 44%) of the title compound.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organics was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on a silica gel column

出典と根拠

ORDレコード
ord-9294182378cd4f4c875260c7e9d0e64f
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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