Methanol → HCID 69673498, compound

HRID 2283242Notes

Reaction equation

HRID 2283242 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:12]=2[C:13]([O:15]C)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:23]O.[OH-].[K+]>O>[CH3:23][C:10]1[N:9]=[N:8][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:12]([C:13]([OH:15])=[O:14])[C:11]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 10108275HCID 10108275, compound

Product 1

HCID 69673498HCID 69673498, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
100 °C

Procedure

To a solution of methyl 3,5-diphenylpyridazine-4-carboxylate (300 mg, 1.03 mmol) in 1:1 MeOH:H2O (10 mL), KOH (576 mg, 10.28 mmol) was added and refluxed at 100° C. for 12 h. After the completion of starting material, the reaction mixture was diluted with water (5 mL×1) and washed with ethyl acetate (5 mL×1). The aqueous layer was acidified with 6N HCl (5 mL) solution, solid precipitated out. The solid was filtered and dried to furnish methyl 3, 5-diphenylpyridazine-4-carboxylic acid (compound 6) (275 mg, 96%) as a white solid.

Workup

  1. washwashed with ethyl acetate (5 mL×1)
  2. customprecipitated out
  3. filtrationThe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-dbcf2345d0fa49c1b55f4605784e3b51
Source dataset
uspto-grants-2015_09
Patent number
US09145372B2

Reaction notes

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