N-vinyl-2-pyrrolidone → 1-Phenyl-1H-1,2,3-triazole

HRID 989161Notes

Reaction equation

HRID 989161 reaction equation
[CH:1](N1CCCC1=O)=[CH2:2].[C:9]1([N:15]=[N+:16]=[N-:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(O)C>[C:9]1([N:15]2[CH:2]=[CH:1][N:17]=[N:16]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6917N-vinyl-2-pyrrolidoneHCID 69319Azidobenzene

Product 1

HCID 2700091-Phenyl-1H-1,2,3-triazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In the method of preparation, the reaction between the N-vinylpyrrolidinone and the phenyl azide is carried out at room temperature in ethanol as solvent, and allowed to stand in the dark for several weeks, depending on the reactivity of the phenyl azides. Refluxing the reaction mixture eliminates the 5-(2-oxo-1-pyrrolidino) group and yields the 1-phenyl triazole.

Workup

  1. customIn the method of preparation
  2. waitto stand in the dark for several weeks
  3. temperatureRefluxing the reaction mixture

Sources & evidence

ORD record
ord-2822d6e2988e481b8fd1cca2403860b8
Source dataset
uspto-grants-2003_10
Patent number
US06638954B2

Reaction notes

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