Sodium Hydroxide → 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

HRID 545350Notes

Reaction equation

HRID 545350 reaction equation
C([O:3][C:4]([C:6]1[N:10]=[CH:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1)=[O:5])C.[OH-].[Na+]>CCO>[CH2:11]([N:8]1[CH:9]=[N:10][C:6]([C:4]([OH:5])=[O:3])=[N:7]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 671329881-benzyl-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester

Product 1

HCID 157079191-Benzyl-1H-1,2,4-triazole-3-carboxylic acidYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1.2 g (6 mmol) of 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester in 10 ml of EtOH was added 1.4 ml (8 mmol) of 6 M sodium hydroxide solution. The mixture was stirred for 16 h after which time it was concentrated; then, 1 M hydrochloric acid solution was added and the resulting precipitate filtered affording 1.1 g (99%) of the title compound. MS: 204.1 (MH+).

Workup

  1. concentrationwas concentrated
  2. additionthen, 1 M hydrochloric acid solution was added
  3. filtrationthe resulting precipitate filtered

Sources & evidence

ORD record
ord-f480869f7ac4442d9cfb26a9abc4ab3b
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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