Potassium Iodide → HCID 19043019, compound

HRID 1492912Notes

Reaction equation

HRID 1492912 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[NH:10]1[CH:14]=[N:13][CH:12]=[N:11]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromide

Product 1

HCID 19043019HCID 19043019, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1 g of 4-bromobenzyl bromide, 0.41 g of 1,2,4-triazole, 0.55 g of potassium carbonate and 33 mg of potassium iodide in 30 ml of acetone is stirred at 50° for 20 hours. The solid is removed by filtration and the solution is concentrated by evaporation. The resulting crude precursor (1) is purified by column chromatography (SiO2, hexane/ethyl acetate 1:1) and crystallised from ether; m.p. 77°-79°; 1H-NMR (CDCl3): δ=5.3 (2H,s), 7.15 and 7.5 (4H,m), 7.95 (1H,s), 8.08 (1H,m).

Workup

  1. customThe solid is removed by filtration
  2. concentrationthe solution is concentrated by evaporation
  3. customThe resulting crude precursor (1) is purified by column chromatography (SiO2, hexane/ethyl acetate 1:1)
  4. customcrystallised from ether

Sources & evidence

ORD record
ord-7578d072db644eb686e81f233777bf8d
Source dataset
uspto-grants-1994_12
Patent number
US05376669

Reaction notes

Loading…