Methanol → Methyl 3-(6-oxo-1,6-dihydropyridazin-3-yl)benzoate

HRID 383627Notes

Reaction equation

HRID 383627 reaction equation
[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([OH:13])=[O:12])[CH:4]=[CH:3]1.S(Cl)(Cl)=O.[CH3:21]O>>[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([O:13][CH3:21])=[O:12])[CH:4]=[CH:3]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 594067713-(6-Oxo-1,6-dihydropyridazin-3-yl)benzoic acid

Product 1

HCID 59406653Methyl 3-(6-oxo-1,6-dihydropyridazin-3-yl)benzoate

Conditions

Temperature
70 °C

Procedure

12.3 g (57 mmol) of 3-(6-oxo-1,6-dihydropyridazin-3-yl)benzoic acid are dissolved in 240 ml of methanol, and 30 ml of thionyl chloride are added. The reaction mixture is stirred at 70° C. for 24 h. The reaction solution is evaporated, and the residue is digested with diethyl ether, and the residue is dried in vacuo.

Workup

  1. customThe reaction solution is evaporated
  2. customthe residue is dried in vacuo

Sources & evidence

ORD record
ord-97d14e8844a941e784fd506b6f891523
Source dataset
uspto-grants-2013_02
Patent number
US08367668B2

Reaction notes

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