p-Toluenesulfonic acid → 3-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl acetate

HRID 1045372Notes

Reaction equation

HRID 1045372 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11](=[N:13][O:14][C:15](=O)[CH3:16])[NH2:12])[CH:6]=1)(=[O:3])[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[N:12]=[C:15]([CH3:16])[O:14][N:13]=2)[CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 866633073-[N'-(acetyloxy)carbamimidoyl]phenyl acetate

Product 1

HCID 667979553-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl acetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 9.40 g (39.8 mmol) of the product obtained in Step B above in 300 ml of toluene there are added 150 mg of para-toluenesulphonic acid and the reaction mixture is heated at reflux, using a Dean-Stark system, for 12 hours. The title product is obtained after evaporating off the toluene using a rotary evaporator.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux

Sources & evidence

ORD record
ord-b1229a4f7baa4ec88e9c60ea1f2dcb4d
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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