Hippuric Acid → Azlactone

HRID 264779

Reaction equation

HRID 264779 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>C1(C)C=CC=CC=1>[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

4

Reactant 2

HCID 464Hippuric AcidHCID 7918Acetic Anhydride

Product 1

HCID 65073Azlactone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

23.3 gm (0.13 mol) of hippuric acid, 93.05 gm of acetic anhydride, and 50 ml of toluene were charged into a 500 ml eggplant-type flask, and heated on an oil bath at a temperature of 90° C. for 10 minutes to dissolution, followed by immediate quenching the resultant solution. The produced liquid was kept at -20° C. on a dry ice-methanol bath.

Workup

  1. customby immediate quenching the resultant solution
  2. customThe produced liquid was kept at -20° C. on a dry ice-methanol bath

Sources & evidence

ORD record
ord-2db5e132f46d465d95caebbd575099ab
Source dataset
uspto-grants-1997_07
Patent number
US05646291

Linked notes

Loading…