Ethanol → HCID 178470303, compound

HRID 2307537Notes

Reaction equation

HRID 2307537 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([C:6]([OH:8])=[O:7])=[N:2]1.S(Cl)([Cl:11])=O.[CH2:13](O)[CH3:14]>>[ClH:11].[CH2:13]([O:7][C:6]([C:3]1[N:4]=[CH:5][NH:1][N:2]=1)=[O:8])[CH3:14]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 178524907HCID 178524907, compound

Product 1

HCID 178470303HCID 178470303, compoundYield 63.7%

Conditions

Temperature
5 °C

Procedure

To 10 ml of a solution of 1.00 g (8.85 mmol) of 1H-1,2,4-triazole-3-carboxylic acid in 99.5% ethanol was added dropwise under stirring and cooling at 5° C. 1.58 g (13.2 mmol) of thionylchloride. The mixture was stirred under heating at 70° C. for 4 hours. Then, the solvent was removed under reduced pressure and the obtained residue was washed with 18 ml of ethylacetate. The obtained crystal was dried at room temperature under reduced pressure to give 1.00 g of 1H-1,2,4-triazole-3-carboxylic acid ethyl ester hydrochloride. Yield: 63.7%.

Workup

  1. stirringThe mixture was stirred
  2. temperatureunder heating at 70° C. for 4 hours
  3. customThen, the solvent was removed under reduced pressure
  4. washthe obtained residue was washed with 18 ml of ethylacetate
  5. customThe obtained crystal was dried at room temperature under reduced pressure

Sources & evidence

ORD record
ord-35174b74639244858e1de3d9ef9dbd09
Source dataset
uspto-grants-2004_12
Patent number
US06831177B1

Reaction notes

Loading…