Potassium Carbonate → HCID 22905787, compound

HRID 1488501Notes

Reaction equation

HRID 1488501 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]2[CH:14]=[N:13][N:12]=[CH:11]2)=[CH:5][CH:4]=1.[Br:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][N:9]([N:10]2[CH:11]=[N:12][N:13]=[CH:14]2)[C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][CH:7]=2)=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 22905775HCID 22905775, compound

Product 1

HCID 22905787HCID 22905787, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.23 Gram of 4-[(4-trifluoromethylphenyl)-amino]-4H-1,2,4-triazole, 0.28 g of 4-bromobenzyl bromide and 0.17 g of anhydrous potassium carbonate were added to 5 ml of acetonitrile and the mixture was stirred for 3 hours at room temperature. The solvent was removed by distillation and water was added to the residue, which was then extracted with chloroform. The chloroform layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography to give crude crystals from the chloroform eluate. The crude crystals were recrystallized from a mixed solvent of ethyl acetate/ether to give 0.22 g of 4-[N-(4-bromobenzyl)-N-(4-trifluoromethylphenyl)amino]-4H-1,2,4-triazole.

Workup

  1. customThe solvent was removed by distillation and water
  2. additionwas added to the residue, which
  3. extractionwas then extracted with chloroform
  4. washThe chloroform layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed by distillation under reduced pressure
  7. customThe residue was purified by silica gel column chromatography
  8. customto give crude crystals from the chloroform
  9. customThe crude crystals were recrystallized from a mixed solvent of ethyl acetate/ether

Sources & evidence

ORD record
ord-adcace7862c845b1a70f92dbd6fa6511
Source dataset
uspto-grants-1997_10
Patent number
US05674886

Reaction notes

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