Water → 6-phenoxypyridazin-3(2H)-one

HRID 532417Notes

Reaction equation

HRID 532417 reaction equation
[OH2:1].Cl[C:3]1[N:4]=[N:5][C:6]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:7][CH:8]=1.[OH-].[Na+]>C(O)=O>[O:9]([C:6]1[CH:7]=[CH:8][C:3](=[O:1])[NH:4][N:5]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 4034133-Chloro-6-phenoxypyridazine

Product 1

HCID 468893056-phenoxypyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
95 °C

Procedure

3.1 21 ml of water are added to a solution of 3.10 g (15.0 mmol) of 3-chloro-6-phenoxypyridazine in 21 ml of formic acid, and the mixture is heated at 95° C. for 85 hours. The reaction mixture is cooled and brought to a pH of 6 using 23% aqueous sodium hydroxide solution. The precipitate formed is filtered off with suction, washed with water and dried in vacuo, giving 6-phenoxy-2H-pyridazin-3-one as colourless crystals; ESI 189.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customThe precipitate formed
  3. filtrationis filtered off with suction
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-60a3a7cfb9d748fbb4b8139d03637cd8
Source dataset
uspto-grants-2014_10
Patent number
US08853211B2

Reaction notes

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