1H-1,2,4-Triazole → HCID 11745278, compound

HRID 1380784Notes

Reaction equation

HRID 1380784 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[O-]CC.[Na+].Br[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>C(O)C>[C:15]([O:14][C:12](=[O:13])[CH2:11][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 79177tert-Butyl bromoacetateHCID 2723922Sodium ethoxide

Product 1

HCID 11745278HCID 11745278, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

34.53 gms of 1,2,4-triazole were added to 250 mls of ethanol along with 34.0 gms of sodium ethoxide. The system was placed under an argon atmosphere and cooled to about 0° C. After cooling, 107.28 gms of t-butyl bromoacetate were dropwise added to the system. The system was then allowed to come to room temperature and stirred there for 60 hours. The reaction was stopped and the system filtered. The solvent was removed by stripping and the residue was dissolved in hot ether and then filtered. The ether was removed by stripping and the resulting solid triturated with hexane and dried to yield 80.81 gms of the title compound as a beige solid.

Workup

  1. temperatureAfter cooling
  2. customto come to room temperature
  3. filtrationthe system filtered
  4. customThe solvent was removed
  5. dissolutionthe residue was dissolved in hot ether
  6. filtrationfiltered
  7. customThe ether was removed
  8. customthe resulting solid triturated with hexane
  9. customdried

Sources & evidence

ORD record
ord-0e259d8ba8d54f64b6ffd0f78138b333
Source dataset
uspto-grants-1986_04
Patent number
US04584008

Reaction notes

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