Sodium Hydroxide → 1-methyl-1H-1,2,3-triazole-5-carboxylic acid

HRID 2391124Notes

Reaction equation

HRID 2391124 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([O:9]CC)=[O:8])=[CH:5][N:4]=[N:3]1.[OH-].[Na+]>CO>[CH3:1][N:2]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15270595ethyl 1-methyl-1H-1,2,3-triazole-5-carboxylate

Product 1

HCID 205771431-methyl-1H-1,2,3-triazole-5-carboxylic acidYield 16%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 1-methyl-1H-1,2,3-triazole-5-carboxylate (1.15 g, 7.41 mmol) in methanol (17 mL) was added 1N sodium hydroxide (11.5 mL), and the mixture was stirred at room temperature for 1 hr. Methanol was evaporated under reduced pressure, 1N hydrochloric acid (12 mL) was added to the mixture, the precipitated crystals were collected by filtration and washed with water. The crystals were vacuum dried at 90° C. to give the title compound (148 mg, 16%) as a white powder.

Workup

  1. customMethanol was evaporated under reduced pressure, 1N hydrochloric acid (12 mL)
  2. additionwas added to the mixture
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with water
  5. customdried at 90° C.

Sources & evidence

ORD record
ord-bfc8b209e19040b28ae97f55ac6bf486
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

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