Formic Acid → Ethyl 1-methyl-1h-benzimidazole-5-carboxylate

HRID 1498890

反応式

HRID 1498890 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH:13][CH3:14])[C:5]([O:7][CH2:8][CH3:9])=[O:6].O.N.[CH:17](O)=O>>[CH3:14][N:13]1[C:12]2[CH:11]=[CH:10][C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:3][C:2]=2[N:1]=[CH:17]1

参加物

4

反応物 3

HCID 284Formic AcidHCID 2824047Ethyl 3-amino-4-(methylamino)benzoateHCID 12896473Azane;hydrate

生成物 1

HCID 965320Ethyl 1-methyl-1h-benzimidazole-5-carboxylate

実験手順

Ethyl 3-amino-4-methylaminobenzoate (24.1 g, 124 mmol) in the Step 1-1-3 was dissolved in formic acid (200 ml), and the solution was heated under reflux for 2 hours. After being cooled by ice, the solution was neutralized with a 25% ammonia water. The solution was subjected to extraction with chloroform, and the extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1) to give the title compound (26.1 g, quantitative) as a light-purple powder.

後処理

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter being cooled by ice
  4. extractionThe solution was subjected to extraction with chloroform
  5. dry with materialthe extract was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1)

出典と根拠

ORDレコード
ord-b98021570f4b48c98c72cd7e875212fc
出典データセット
uspto-grants-2015_12
特許番号
US09200008B2

関連ノート

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