Ethanol → 1-Hydroxy-1H-1,2,3-triazole-4-carboxylic Acid

HRID 2273481Notes

Reaction equation

HRID 2273481 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([OH:11])[CH:10]=1)=[O:5])C.CCO.O.[OH-].[Li+]>O>[OH:11][N:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[N:8]1

Participants

5

Reactant 3

HCID 702EthanolHCID 168937Lithium hydroxide, monohydrateHCID 5270538Ethyl 1-hydroxy-1H-1,2,3-triazole-4-carboxylate

Product 1

HCID 534331041-Hydroxy-1H-1,2,3-triazole-4-carboxylic AcidYield 77.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Hydroxy-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (2.0 g, 13 mmol) and EtOH (25 mL) were combined with a pre-dissolved solution of lithium hydroxide monohydrate (1.6 g, 38.2 mmol) and water (10 mL), and stirred at room temperature for 4 hours. The mixture was partially concentrated and acidified with HCl to cause precipitation. The solid was filtered and dried under vacuum to yield the title compound (1.3 g).

Workup

  1. concentrationThe mixture was partially concentrated
  2. customprecipitation
  3. filtrationThe solid was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-45c8d8295aa741ea8a7a63a1c04c5231
Source dataset
uspto-grants-2015_09
Patent number
US09120747B2

Reaction notes

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