Sodium Iodide → HCID 86620962, compound

HRID 1667398Notes

Reaction equation

HRID 1667398 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18](Cl)=[N:17][N:16]=[C:15]3Cl)=[O:11])[CH:6]=[CH:7][CH:8]=1.[Na+].[I-:27].[IH:28]>CC(C)=O>[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18]([I:27])=[N:17][N:16]=[C:15]3[I:28])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 24841Hydrogen iodideHCID 86620963HCID 86620963, compound

Product 1

HCID 86620962HCID 86620962, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1,4-dichloro-phthalazine-6-carboxylic acid (3-trifluoromethyl-phenyl)-amide (3.3 g, 8.55 mmol) in acetone (100 mL) were added NaI (6.44 g, 42.96 mmol) and HI (few drops). The solution was refluxed for 1 hour then concentrated under vacuum and purified by chromatography (hexanes/EtOAc) to provide 1,4-di-iodo-phthalazine-6-carboxylic acid (3-trifluoromethyl-phenyl)-amide (4.01 g, 82.5%) as a colored solid.

Workup

  1. temperatureThe solution was refluxed for 1 hour
  2. concentrationthen concentrated under vacuum
  3. custompurified by chromatography (hexanes/EtOAc)

Sources & evidence

ORD record
ord-6b531d587f3e4406ae9bd83e96f522e2
Source dataset
uspto-grants-2011_10
Patent number
US08044041B2

Reaction notes

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