1H-1,2,4-Triazole → HCID 13568503, compound

HRID 2086001Notes

Reaction equation

HRID 2086001 reaction equation
[CH3:1][O:2][CH2:3][CH2:4]Br.[NH:6]1[CH:10]=[N:9][CH:8]=[N:7]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][O:2][CH2:3][CH2:4][N:6]1[CH:10]=[N:9][CH:8]=[N:7]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl ether

Product 1

HCID 13568503HCID 13568503, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Bromoethyl methyl ether (6.7 ml, 0.072 mol) was added to a stirred, ice-cooled suspension of 1,2,4-triazole (5.0 g, 0.072 mol) and potassium carbonate (10 g, 0.072 mol) in acetone (50 ml). After a further 3 hours the cooling bath was removed and stirring continued for 18 hours at room temperature. The reaction mixture was filtered, the filtrate evaporated under reduced pressure and the residue purified by column chromatography on silica gel, using dichloromethane:methanol (95:5) as eluant, to provide the title compound (5.2 g) as a clear oil. δ (CDCl3): 3.32 (3H, s), 3.74 (2H, t), 4.34 (2H, t), 7.92 (1H, s), 8.14 (1H, s). LRMS: m/z 128 (M+1)+.

Workup

  1. temperaturecooled
  2. customAfter a further 3 hours the cooling bath was removed
  3. filtrationThe reaction mixture was filtered
  4. customthe filtrate evaporated under reduced pressure
  5. customthe residue purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-a96ba455d545489095e2a59f3a62d77f
Source dataset
uspto-grants-2004_04
Patent number
US06723719B1

Reaction notes

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