Hippuric Acid → Azlactone

HRID 264780

Reaction equation

HRID 264780 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][NH:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.C(OC(=O)C)(=O)C>>[C:6]1([C:4]2[O:13][C:1](=[O:12])[CH2:2][N:3]=2)[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 464Hippuric AcidHCID 7918Acetic Anhydride

Product 1

HCID 65073Azlactone

Conditions

Temperature
90 °C

Procedure

23.3 gm of hippuric acid and 93.05 gm of acetic anhydride were charged into a 500 ml eggplant-type flask, and heated on an oil bath at a temperature of 90° C. for 10 minutes. Immediately after the mixture became transparent, it was quenched and kept at 1°-2° C. in ice-water.

Workup

  1. customit was quenched
  2. customkept at 1°-2° C. in ice-water

Sources & evidence

ORD record
ord-6f79e5d18511406ebb7adf053fcb96c5
Source dataset
uspto-grants-1997_07
Patent number
US05646291

Linked notes

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