Sodium Hydroxide → 4-(4H-1,2,4-triazol-4-yl)benzoic acid

HRID 369176Notes

Reaction equation

HRID 369176 reaction equation
[OH-].[Na+].[N:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][CH:9]=2)[CH:7]=1>C(O)C>[N:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:9]=[CH:10][C:11]([C:12]([OH:14])=[O:13])=[CH:17][CH:18]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22627983Ethyl 4-(4H-1,2,4-triazol-4-yl)benzoate

Product 1

HCID 31635814-(4H-1,2,4-triazol-4-yl)benzoic acidYield 90.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

5.5 ml of a 5 N aqueous sodium hydroxide solution was added to a solution of 1.2 g of ethyl 4-(1,2,4-triazol-4-yl)benzoate in 15 ml of ethanol. The mixture was stirred at 50-60° C. for 1 hour. The reaction mixture was concentrated under reduced pressure. To the residue was added ice water. The mixture was made acidic with acetic acid. The resulting crystals were collected by filtration, water-washed, and dried to obtain 0.95 g of 4-(1,2,4-triazol-4-yl)benzoic acid as a white powder. Melting point: 300° C. or above.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added ice water
  3. filtrationThe resulting crystals were collected by filtration, water-
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-4641222792614521b6e25879188d3357
Source dataset
uspto-grants-2000_10
Patent number
US06136826

Reaction notes

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