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

HRID 1498892

反応式

HRID 1498892 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].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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-eb77b943f797455bb90af7eae8fb00eb
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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