Water → 4-Amino-1,3-dihydro-2H-benzimidazol-2-one

HRID 1528199ノート

反応式

HRID 1528199 の反応式
[C:1]1([NH2:9])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[C:2]=1[NH2:8].[OH2:10].[C:11](#N)C>>[NH2:7][C:3]1[C:2]2[NH:8][C:11](=[O:10])[NH:9][C:1]=2[CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 3

HCID 962WaterHCID 6342AcetonitrileHCID 690991,2,3-Benzenetriamine

生成物 1

HCID 150200594-Amino-1,3-dihydro-2H-benzimidazol-2-one収率 42%

実験手順

0.53 g (6.5 mmol, 2 eq) of N—N′-carbonyliimidazole were added portionwise to 450.7 mg (3.24 mmol, 1 eq) of benzene-1,2,3-triamine in solution in 30 ml of acetonitrile. The reaction medium was stirred at ambient temperature for 6 hours and then heated at 70° C. overnight. The reaction was stopped by adding 50 ml of water and then extracted with ethyl acetate. The organic phases were combined, and dried over sodium sulfate. The solvents were evaporated off and then the residue was purified by chromatography on silica gel (dichloromethane/methanol/aqueous ammonia: 95/5/2). 229.9 mg of 4-amino-1,3-dihydrobenzoimidazol-2-one were obtained. Yield=42%.

後処理

  1. temperatureheated at 70° C. overnight
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customThe solvents were evaporated off
  5. customthe residue was purified by chromatography on silica gel (dichloromethane/methanol/aqueous ammonia: 95/5/2)

出典と根拠

ORDレコード
ord-161af9861d8f4d54b2657c2b6e23be57
出典データセット
uspto-grants-2015_07
特許番号
US09090596B2

反応ノート

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