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

HRID 2257136Notes

Reaction equation

HRID 2257136 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

Procedure

5.5 ml of a 5N 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-a52a173385fc4e23a0cc9b737b943d36
Source dataset
uspto-grants-1997_08
Patent number
US05656642

Reaction notes

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