Sodium Carbonate → HCID 11637003, compound

HRID 2117327Notes

Reaction equation

HRID 2117327 reaction equation
Cl[C:2]1[CH:7]=[N:6][NH:5][C:4](=[O:8])[CH:3]=1.[C:9]([C:11]1[CH:12]=[C:13](B(O)O)[CH:14]=[CH:15][CH:16]=1)#[N:10].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[C:9]([C:11]1[CH:16]=[C:15]([C:2]2[CH:7]=[N:6][NH:5][C:4](=[O:8])[CH:3]=2)[CH:14]=[CH:13][CH:12]=1)#[N:10]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 27343253-Cyanophenylboronic acidHCID 199057185-Chloropyridazin-3(2H)-one

Product 1

HCID 11637003HCID 11637003, compoundYield 59.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 5-chloropyridazin-3(2H)-one (2.0 g, 15.3 mmol) and 3-cyanophenyl boronic acid (2.71 g, 18.4 mmol) in anhydrous toluene (20 ml) was added dichloro-(1,4-bis(diphenylphosphino)-butane)palladium (0.1 g, 0.16 mmol), and saturated aqueous sodium carbonate solution (5.0 ml) and the mixture was irradiated in a Milestone microwave reactor at 120° C. for 15 minutes. The resulting suspension was filtered and the solid was washed with isopropanol (20 ml) and dried on the sinter to give 5-(3-cyanophenyl)pyridazin-3-one (1.8 g, 50%) as a yellow solid.

Workup

  1. customthe mixture was irradiated in a Milestone microwave reactor at 120° C. for 15 minutes
  2. filtrationThe resulting suspension was filtered
  3. washthe solid was washed with isopropanol (20 ml)
  4. customdried on the sinter

Sources & evidence

ORD record
ord-e719fe2ef38647ce9b8e9cb08bcd728d
Source dataset
uspto-grants-2008_10
Patent number
US07442701B2

Reaction notes

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