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

HRID 516437Notes

Reaction equation

HRID 516437 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:11][N:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[N:8]1

Participants

4

Reactant 3

HCID 702EthanolHCID 962WaterHCID 5270538Ethyl 1-hydroxy-1H-1,2,3-triazole-4-carboxylate

Product 1

HCID 534331041-Hydroxy-1H-1,2,3-triazole-4-carboxylic Acid

Procedure

1-Hydroxy-1H-1,2,3-triazole-4-carboxylic acid was prepared by combining 1-hydroxy-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (2.0 g, 13 mmol), EtOH (25 mL, 430 mmol), and a pre-dissolved solution of LiOH monohydrate (1.6 g, 38.2 mmol) and water (10 mL, 600 mmol). The mixture was stirred at room temperature for 4 hours, then partially concentrated and acidified with HCl to cause precipitation. The solid was filtered and dried under vacuum to give 1.3 g of the desired acid.

Workup

  1. concentrationpartially concentrated
  2. customprecipitation
  3. filtrationThe solid was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-fc8a15b1ffb74641b2f869123b32876e
Source dataset
uspto-grants-2015_08
Patent number
US09108934B2

Reaction notes

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