Acetic Anhydride → HCID 23047225, compound

HRID 2107008Notes

Reaction equation

HRID 2107008 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[C:16](OC(=O)C)(=[O:18])[CH3:17]>N1C=CC=CC=1>[C:16]([O:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 2361132methyl 5-acetamido-2-hydroxybenzoate

Product 1

HCID 23047225HCID 23047225, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methyl 2-hydroxy-5-acetamidobenzoate (13.6 g, 68 mmole) was dissolved in pyridine (20 ml), acetic anhydride (7.4 ml) was added, and the reaction mixture was left at room temperature for 48 hours after which time it was evaporated to dryness, in vacuo. The remaining product was recrystallized from ethanol-water (1:3) to give the title compound (14.4 g, 84%), m.p. 133°-135° C. Found (Calc. for C12H13NO5) C 57.11 (57.37), H 5.28 (5.18), N 5.47 (5.58).

Workup

  1. customwas evaporated to dryness, in vacuo
  2. customThe remaining product was recrystallized from ethanol-water (1:3)

Sources & evidence

ORD record
ord-9f246574306d4331aace241ada27a996
Source dataset
uspto-grants-1990_06
Patent number
US04933330

Reaction notes

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