Water → HCID 21706485, compound

HRID 1005418Notes

Reaction equation

HRID 1005418 reaction equation
[C:1]([C:3]1[C:4](=[O:19])[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[N:6]=[CH:7][C:8]=1[CH3:9])#N.[OH-:20].[K+].[OH2:22]>>[C:1]([C:3]1[C:4](=[O:19])[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[N:6]=[CH:7][C:8]=1[CH3:9])([OH:22])=[O:20]

Participants

4

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 21706520HCID 21706520, compound

Product 1

HCID 21706485HCID 21706485, compound

Procedure

To a stirred suspension of 4-cyano-2-(4-methoxybenzyl)-5-methyl-3-pyridazinone (0.51 g, 2.0 mmol) in water was added 5N aqueous KOH (2.61 mL). The mixture was heated under reflux for 24 hours. The mixture was cooled, filtered, and acidified with 10% HCl. The solid 4-carboxy-2-(4-methoxybenzyl)-5-methyl-3-pyridazinone was collected by filtration (0.54 g, 2.0 mmol, 100%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. filtrationThe solid 4-carboxy-2-(4-methoxybenzyl)-5-methyl-3-pyridazinone was collected by filtration (0.54 g, 2.0 mmol, 100%)

Sources & evidence

ORD record
ord-22c5636fff5c4ef88ff47f8f4135a4c3
Source dataset
uspto-grants-2000_04
Patent number
US06054470

Reaction notes

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