Ethanol → HCID 178489016, compound

HRID 584747Notes

Reaction equation

HRID 584747 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([C:7]([N:9]([C:14]2[CH:15]=[N:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[NH:10][C:11]([NH2:13])=[O:12])=O)=[CH:5][CH:4]=1.C(O)C>[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([C:7]2[N:9]([C:14]3[CH:15]=[N:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=3)[N:10]=[C:11]([OH:12])[N:13]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 22341584HCID 22341584, compound

Product 1

HCID 178489016HCID 178489016, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-(4-methoxybenzoyl)-2-(6-methoxypyridin-3-yl)hydrazinecarboxamide (1.0 g, 3.16 mmol) in 10% sodium hydroxide solution (2 mL)-ethanol (3mL) was heated at 60° C. for 1.5 hours. After cooling, the solvent was removed under reduced pressure. Water was added to the residue and the mixture was adjusted pH to ca. 4 to 5. A generated precipitate was isolated by filtration, washed with water and small amount of ethyl acetate, dried in vacuo to give 5-(4-methoxyphenyl)-1-(6-methoxypyridin-3-yl)-1H-1,2,4-triazol-3-ol (685 mg, 72.6% yield).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. additionWater was added to the residue
  4. customA generated precipitate was isolated by filtration
  5. washwashed with water and small amount of ethyl acetate
  6. customdried in vacuo

Sources & evidence

ORD record
ord-7bd22ab8fced4ae1a222dc44ec2adb20
Source dataset
uspto-grants-2005_08
Patent number
US06927230B2

Reaction notes

Loading…