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

HRID 1663628Notes

Reaction equation

HRID 1663628 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-8b0057b026044ab0bfd074dab529d741
Source dataset
uspto-grants-2011_10
Patent number
US08034812B2

Reaction notes

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