Water → 3-Methoxy-4-methyl-6-phenylpyridazine

HRID 1731712Notes

Reaction equation

HRID 1731712 reaction equation
[CH3:1][O-:2].[Na+].Cl[C:5]1[N:6]=[N:7][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:9][C:10]=1[CH3:11].O>CO>[CH3:11][C:10]1[CH:9]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=[N:6][C:5]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 1199993-Chloro-4-methyl-6-phenylpyridazineHCID 10942334Sodium Methoxide

Product 1

HCID 109435073-Methoxy-4-methyl-6-phenylpyridazineYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (243 g) is cautiously added to a solution of 3-chloro-4-methyl-6-phenylpyridazine (307 g, 1.5 mol) in 3.4 L of methanol. The mixture is heated to refluxing temperature for approximately eight hours under an atmosphere of nitrogen and then poured into water (4.5 L). The resulting precipitate is collected, washed with water, and dried to give 270 g (90%) of product with a melting point of 62°-64° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto refluxing temperature for approximately eight hours under an atmosphere of nitrogen
  3. customThe resulting precipitate is collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f5d18df5211d494d967790fddc5fe806
Source dataset
uspto-grants-1986_11
Patent number
US04623376

Reaction notes

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