Oxalic Acid → 1-(4-Chloroanilino)-4-(4-pyridylmethyl)phthalazine oxalate

HRID 49898Notes

Reaction equation

HRID 49898 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[Cl:7][C:8]1[CH:31]=[CH:30][C:11]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([CH2:23][C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[N:15][N:14]=2)=[CH:10][CH:9]=1>C(O)C>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([CH2:23][C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[N:15][N:14]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 151194Vatalanib

Product 1

HCID 227419911-(4-Chloroanilino)-4-(4-pyridylmethyl)phthalazine oxalate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 1.35 g (15 mmol) oxalic acid in 35 ml ethanol is added to a hot solution of 5.0 g (14.4 mmol) 1-(4-chloroanilino)-4-(4-pyridylmethyl)phthalazine in 150 ml ethanol. On stirring, crystals precipitate out. Cooling, filtering, washing with ethanol, and drying yield the title compound: Anal. calc.(C22H17N4ClO4) C, 60.49%; H, 3.92%; N, 12.83%. found C, 60.69%; H, 4.05%; N, 12.97%.

Workup

  1. customcrystals precipitate out
  2. temperatureCooling
  3. filtrationfiltering
  4. washwashing with ethanol
  5. customdrying

Sources & evidence

ORD record
ord-96654eb8e6c5495b8487fb7d36e5980c
Source dataset
uspto-grants-2004_03
Patent number
US06710047B2

Reaction notes

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