Methyl 2-amino-3-[(methoxyacetyl)amino]benzoate → methyl 2-(methoxymethyl)-1H-benzo[d]imidazole-4-carboxylate

HRID 1505770ノート

反応式

HRID 1505770 の反応式
[NH2:1][C:2]1[C:11]([NH:12][C:13](=O)[CH2:14][O:15][CH3:16])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>C(O)(=O)C>[CH3:16][O:15][CH2:14][C:13]1[NH:12][C:11]2[CH:10]=[CH:9][CH:8]=[C:3]([C:4]([O:6][CH3:7])=[O:5])[C:2]=2[N:1]=1

参加物

3

反応物 1

HCID 90229318Methyl 2-amino-3-[(methoxyacetyl)amino]benzoate

生成物 1

HCID 86721359methyl 2-(methoxymethyl)-1H-benzo[d]imidazole-4-carboxylate収率 93.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

Methyl 2-amino-3-[(methoxyacetyl)amino]benzoate (280 mg) was dissolved in acetic acid (6 mL), and the solution was heated at 100° C. for 0.5 hour with stirring. After cooling the reaction mixture to room temperature, acetic acid was removed. To the residue was added saturated aqueous sodium bicarbonate under ice-cooling, and it was extracted with ethyl acetate. The organic layer was washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the titled compound (241 mg) as pale yellow powder.

後処理

  1. temperatureAfter cooling the reaction mixture to room temperature
  2. customacetic acid was removed
  3. additionTo the residue was added saturated aqueous sodium bicarbonate under ice-
  4. temperaturecooling
  5. extractionit was extracted with ethyl acetate
  6. washThe organic layer was washed sequentially with water and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-53d4375e1c994c2ea8002c57481917d9
出典データセット
uspto-grants-2015_12
特許番号
US09216968B2

反応ノート

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