4-Aminosalicylic Acid → 4-Acetamidosalicylic acid

HRID 1681583

反応式

HRID 1681583 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7].[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(O)C>[C:12]([NH:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7])(=[O:14])[CH3:13]

参加物

4

反応物 2

HCID 46494-Aminosalicylic AcidHCID 7918Acetic Anhydride

生成物 1

HCID 655094-Acetamidosalicylic acid収率 74,088.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred, refluxing suspension of 4-aminosalicylic acid (76.57 g, 0.5 mmol) in 250 mL absolute ethanol was added dropwise, over a 30 minute period, acetic anhydride (83.2 g, 0.815 mmol). After the addition was complete, the mixture was refluxed for another 15 minutes and then cooled. The product collected by filtration, washed with small amount of ethanol and dried on air to give 72.3 g (74.15%) of the title compound as a grey solid mp 242°14 4° C. Previously reported mp: 234°-5° C. (P. Barraclough et al. Eur. J. Chem. 25, p 467, 1990).

後処理

  1. temperatureTo a stirred, refluxing
  2. additionwas added dropwise, over a 30 minute period
  3. additionAfter the addition
  4. temperaturethe mixture was refluxed for another 15 minutes
  5. temperaturecooled
  6. filtrationThe product collected by filtration
  7. washwashed with small amount of ethanol
  8. customdried on air

出典と根拠

ORDレコード
ord-6720a5e7d7eb4460826c07c0c33658fc
出典データセット
uspto-grants-1992_12
特許番号
US05173486

関連ノート

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