3(2H)-Pyridazinone, 4,5-dichloro-2-methyl- → 4-Chloro-5-methoxy-2-methyl-2,3-dihydropyridazin-3-one

HRID 893181Notes

Reaction equation

HRID 893181 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]1[CH:6]=[N:7][N:8]([CH3:13])[C:9](=[O:12])[C:10]=1[Cl:11]>CO>[Cl:11][C:10]1[C:9](=[O:12])[N:8]([CH3:13])[N:7]=[CH:6][C:5]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 1204623(2H)-Pyridazinone, 4,5-dichloro-2-methyl-HCID 10942334Sodium Methoxide

Product 1

HCID 27749384-Chloro-5-methoxy-2-methyl-2,3-dihydropyridazin-3-oneYield 84.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

295 g of 30% strength sodium methylate solution was added to 293 g (1.64 mol) of 4,5-dichloro-1-methyl-6-pyridazone in 690 ml of methanol in such a manner that a temperature of 30° C. was not exceeded. After cooling and stirring for 12 hours at 25° C., the precipitate which had formed was filtered off, washed and dried. There was obtained 241 g (84.3%) of 5-chloro-4-methoxy-1-methyl-6-pyridazone of melting point 189°-191° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate which had formed
  3. filtrationwas filtered off
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-d99892828db74ee3abeaa960b087ed80
Source dataset
uspto-grants-1992_06
Patent number
US05123952

Reaction notes

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