4-Aminosalicylic Acid → 4-Acetamidosalicylic acid

HRID 1390264

Reaction equation

HRID 1390264 reaction equation
[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]

Participants

4

Reactant 2

HCID 46494-Aminosalicylic AcidHCID 7918Acetic Anhydride

Product 1

HCID 655094-Acetamidosalicylic acidYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

30.6 grs (0.2 mol) p-aminosalicylic acid and 100 cc ethanol were introduced into a 250 ml flask, and the mixture was heated to 40° C. 20.4 grs (0.2 mol) acetic anhydride was then added at such a rate that the temperature did not exceed 50° C. When the addition was complete, the mixture was stirred at 50° C. for 3 hours. The product was filtered. Weight: 36 grs m.p. = 235° C. Yield = 92%.

Workup

  1. customdid not exceed 50° C
  2. additionWhen the addition
  3. filtrationThe product was filtered

Sources & evidence

ORD record
ord-2ee3b3f9ce1b4fca9b70562dc0279e06
Source dataset
uspto-grants-1979_02
Patent number
US04138492

Linked notes

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