Acetic Anhydride → Ethyl 1,2-dimethyl-1,3-benzodiazole-5-carboxylate

HRID 1498892

반응식

HRID 1498892 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].C(=O)(O)[O-].[Na+].[C:20](OC(=O)C)(=O)[CH3:21]>>[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]=[C:20]1[CH3:21]

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 2824047Ethyl 3-amino-4-(methylamino)benzoate

생성물 1

HCID 12493640Ethyl 1,2-dimethyl-1,3-benzodiazole-5-carboxylate

실험 절차

Ethyl 3-amino-4-methylaminobenzoate (1.00 g, 5.15 mmol) prepared in the Step 1-1-3 was dissolved in acetic anhydride (4 ml), and the mixture was heated under reflux for 19 hours. After being allowed to cool, the mixture was neutralized with a saturated sodium bicarbonate solution and subjected to extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=10:1) to give the title compound (1.15 g, quantitative) as a light-brown oily substance.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 19 hours
  3. temperatureto cool
  4. extractionsubjected to extraction with ethyl acetate
  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=10:1)

출처 및 근거

ORD 기록
ord-eb77b943f797455bb90af7eae8fb00eb
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09200008B2

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