HCID 22165705, compound → HCID 15096545, compound

HRID 1032465Notes

Reaction equation

HRID 1032465 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([CH2:16][N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH2:10][N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)=[CH:4][CH:3]=1>[Pd].C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]([CH2:16][N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH2:10][N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22165705HCID 22165705, compound

Product 1

HCID 15096545HCID 15096545, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Palladium on charcoal (200 mg) was added under argon to a solution of 1-(4-chlorophenyl)-3-(1,2,4-triazol-1-yl)-2-(1,2,4-triazol-1-ylmethyl)propene (750 mg) in absolute ethanol (50 ml). After uptake of the theoretical amount of hydrogen, the reaction mixture was filtered through Kieselguhr ( Celite-- trademark) and evaporated to dryness under reduced pressure. The residual oil was purified by chromatography on silica, using chloroform as eluent, and after evaporation of the solvent, the residue was treated with ethereal hydrogen chloride to give 2-(4-chlorobenzyl)1,3-bis(1,2,4-triazol-1-yl)propane: m.p. 107 -108 °.

Workup

  1. filtrationAfter uptake of the theoretical amount of hydrogen, the reaction mixture was filtered through Kieselguhr ( Celite-- trademark)
  2. customevaporated to dryness under reduced pressure
  3. customThe residual oil was purified by chromatography on silica
  4. customafter evaporation of the solvent
  5. additionthe residue was treated with ethereal hydrogen chloride

Sources & evidence

ORD record
ord-44cd424937ac4af9ab51aab8c4bb0454
Source dataset
uspto-grants-1990_09
Patent number
US04957934

Reaction notes

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