Ethanol → HCID 178492089, compound

HRID 584743Notes

Reaction equation

HRID 584743 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([C:14]([C:16]2[CH:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=O)[NH:10][C:11]([NH2:13])=[O:12])=[CH:5][CH:4]=1.C(O)C>[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14]([C:16]3[CH:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)=[N:13][C:11]([OH:12])=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 22341579HCID 22341579, compound

Product 1

HCID 178492089HCID 178492089, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-(4-methoxyphenyl)-2-((6-methoxypyridin-3-yl)carbonyl)hydrazine carboxamide (550 mg, 1.74 mmol) in 10% sodium hydroxide solution (4 mL)-ethanol (2 mL) was heated at 60° C. for 1 hour. After cooling, the solvent was removed under reduced pressure. 2N-HCl was added to the residue and the mixture was adjusted pH to ca. 4. A generated precipitate was isolated by filtration, washed with water, dried in vacuo to give 1-(4-methoxyphenyl)-5-(6-methoxypridin-3-yl)-1H-1,2,4-triazol-3-ol (280 mg, 54% yield).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. addition2N-HCl was added to the residue
  4. customA generated precipitate was isolated by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-9e37a4df28974f3c9505540585968be4
Source dataset
uspto-grants-2005_08
Patent number
US06927230B2

Reaction notes

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