Iodine → 3-Amino-4-iodo-6-bromophthalimide

HRID 20996

Reaktionsgleichung

Reaktionsgleichung von HRID 20996
[I:1]I.[NH2:3][C:4]1[CH:14]=[CH:13][C:12]([Br:15])=[C:6]2[C:7]([NH:9][C:10](=[O:11])[C:5]=12)=[O:8].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)C.S([O-])([O-])(=O)=O.[Ag+2]>[NH2:3][C:4]1[C:14]([I:1])=[CH:13][C:12]([Br:15])=[C:6]2[C:7]([NH:9][C:10](=[O:11])[C:5]=12)=[O:8]

Komponenten

6

Edukt 3

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 684890894-amino-7-bromo-2,3-dihydro-1H-isoindole-1,3-dione

Produkt 1

HCID 684887173-Amino-4-iodo-6-bromophthalimideAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418844HCID 178418844, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Iodine (6.29 g, 24.8 mmol) was dissolved in ethanol (225 mL), and the solution was added with silver sulfate (3.87 g, 12.4 mmol) and 3-amino-6-bromophthalimide (3.00 g, 12.4 mmol), followed by stirring at room temperature for 23 hours. The reaction mixture was added with 10% aqueous sodium thiosulfate solution and extracted with ethyl acetate. The organic layer was washed with 0.5 mol/L hydrochloric acid and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, the residue was purified by slurry using hexane and methanol to obtain 3-amino-4-iodo-6-bromophthalimide (4.3 g. yield 96%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with 0.5 mol/L hydrochloric acid and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by slurry

Quellen und Nachweise

ORD-Eintrag
ord-7387e8246d2a488ebc482fbdeadd6168
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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