Hippuric Acid → Azlactone

HRID 620125Notes

Reaction equation

HRID 620125 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 1

HCID 464Hippuric Acid

Product 1

HCID 65073Azlactone

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
60 °C

Procedure

Into 270 ml of acetic acid anhydride, 89.5 g (0.5M) of hippuric acid was added, and the thus obtained mixture was stirred for 1.5 hours at 60° C. to obtain a uniform solution of 2-phenyl-2-oxazolin-5-one, which was preserved by cooling to -20° C.

Sources & evidence

ORD record
ord-a377e242ccd64059a6043801a51cd2db
Source dataset
uspto-grants-1989_04
Patent number
US04820334

Reaction notes

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