Potassium Hydroxide → 4-Chloro-5-hydroxy-2-phenylpyridazin-3(2H)-one

HRID 2427790Notes

Reaction equation

HRID 2427790 reaction equation
[Cl:1][C:2]1[C:3](=[O:15])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:6][C:7]=1Cl.[OH-:16].[K+]>C(O)C.O>[Cl:1][C:2]1[C:3](=[O:15])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:6][C:7]=1[OH:16]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 728134,5-Dichloro-2-phenyl-3(2H)-pyridazinone

Product 1

HCID 546957994-Chloro-5-hydroxy-2-phenylpyridazin-3(2H)-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4,5-Dichloro-2-phenylpyridazin-3-one (2.4 g, 0.01 moles) was suspended in ethanol (50 ml) and potassium hydroxide (2.0 g, 0.03 moles) was added in water (20 ml). Refluxed for 4 hours. Evaporated to dryness and added water. Acidified to pH2 with c. hydrochloric acid. Filtered off the product as a buff solid and dried in a desiccator. (2.1 g) Took 0.5 g and dissolved in methanol, filtered and evaporated. Triturated with ether to give the product as a cream solid. (0.4 g, 76%)

Workup

  1. temperatureRefluxed for 4 hours
  2. customEvaporated to dryness
  3. additionadded water
  4. filtrationFiltered off the product as a buff solid
  5. customdried in a desiccator
  6. dissolution(2.1 g) Took 0.5 g and dissolved in methanol
  7. filtrationfiltered
  8. customevaporated
  9. customTriturated with ether

Sources & evidence

ORD record
ord-76d3a6e59eaa445880ac9b33d7d594ee
Source dataset
uspto-grants-2011_06
Patent number
US07968711B2

Reaction notes

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