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

HRID 1498890

반응식

HRID 1498890 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b98021570f4b48c98c72cd7e875212fc
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09200008B2

연결된 노트

불러오는 중…