Water → HCID 86603554, compound

HRID 2373190Notes

Reaction equation

HRID 2373190 reaction equation
[NH2:1][C:2]1[C:7](=[O:8])[NH:6][N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[CH:15]=[O:16].[CH2:17](Br)[CH3:18].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[NH2:1][C:2]1[C:7](=[O:8])[N:6]([CH2:17][CH3:18])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[CH:15]=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 15084130HCID 15084130, compound

Product 1

HCID 86603554HCID 86603554, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 5-amino-6-oxo-3-phenyl-1,6-dihydropyridazine-4-carbaldehyde one (Dal Piaz, V., Ciciani, G, Giovannoni, M. P., Heterocycles, 1991, 32, 1173-9) (258 mg, 1.2 mmol), ethyl bromide (294 mg, 2.7 mmol) and anhydrous potassium carbonate (240 mg, 2.4 mmol) in anhydrous DMF (5 mL) was stirred at 90° C. for 2 h. Cold water (25 ml) was added and the precipitate was collected by filtration to yield the title product (88%).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-0a1e9005098b4d7fb3936a5ea016e0d7
Source dataset
uspto-grants-2008_12
Patent number
US07459453B2

Reaction notes

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