Pyridine → 3-Acetyl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

HRID 1283790Notes

Reaction equation

HRID 1283790 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=1[N:20]=[N:21][NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[C:33]#[N:34])#[N:9].N1C=CC=CC=1>O>[C:5]([N:20]([C:11]1[CH:12]=[C:13]([C:16]([F:17])([F:18])[F:19])[CH:14]=[CH:15][C:10]=1[C:8]#[N:9])[N:21]=[N:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[C:33]#[N:34])(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 30354951,3-Bis(2-cyano-5-(trifluoromethyl)phenyl)triazene

Product 1

HCID 215163803-Acetyl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Alternatively, 3-acetyl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene is prepared by addition of 25 ml. of acetic anhydride to a solution of 5.0 g. (0.013 mol.) of 1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene in 65 ml. of pyridine. The reaction mixture is stirred at 25° for twelve hours, then it is poured into water. The aqueous mixture is extracted with ether, the layers are separated and the ether phase is washed with water, 5% aqueous sodium bicarbonate and water, dried (MgSO4) and concentrated to give 3-acetyl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene.

Workup

  1. customAlternatively, 3-acetyl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene is prepared by addition of 25 ml
  2. extractionThe aqueous mixture is extracted with ether
  3. customthe layers are separated
  4. washthe ether phase is washed with water, 5% aqueous sodium bicarbonate and water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-c8538d44899b4742900a33ae55f90bea
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

Loading…