Potassium Carbonate → 5-Chloro 3-(2,4-dimethylphenyl) 1,2,4-oxadiazole

HRID 1956162Notes

Reaction equation

HRID 1956162 reaction equation
[CH3:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[ClH:11].[NH2:12]O.[C:14](=[O:17])([O-])[O-].[K+].[K+]>C(O)C.O>[Cl:11][C:14]1[O:17][N:12]=[C:4]([C:3]2[CH:6]=[CH:7][C:8]([CH3:10])=[CH:9][C:2]=2[CH3:1])[N:5]=1

Participants

6

Reactant 3

HCID 11430Potassium Carbonate2×HCID 890462,4-DimethylbenzonitrileHCID 443297Hydroxyamine hydrochloride2×

Product 1

HCID 541873755-Chloro 3-(2,4-dimethylphenyl) 1,2,4-oxadiazole

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

25 g of 2,4-dimethyl benzonitrile, 14.6 g of hydroxylamine hydrochloride, 29 g of potassium carbonate in 150 ml of ethanol and 35 ml of water are refluxed for 16 hours. Then 7.3 g of hydroxylamine hydrochloride are added followed by 14.5 g of potassium carbonate and reflux is continued for 5 hours.

Workup

  1. temperaturereflux

Sources & evidence

ORD record
ord-b7359d842d7d4fca8f3081ada5406db3
Source dataset
uspto-grants-1998_07
Patent number
US05780468

Reaction notes

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