Potassium Iodide → HCID 19043019, compound

HRID 1080653Notes

Reaction equation

HRID 1080653 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 for 20 hours at 50°. The solid material 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 material 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-99bbea2ccea5473a860bbf896237c520
Source dataset
uspto-grants-1996_12
Patent number
US05583128

Reaction notes

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