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4,6-DIFLUOROINDOLINE-2,3-DIONE

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4,6-DIFLUOROINDOLINE-2,3-DIONE Basic information

Product Name:
4,6-DIFLUOROINDOLINE-2,3-DIONE
Synonyms:
  • BUTTPARK 50\07-84
  • 4,6-DIFLUOROINDOLINE-2,3-DIONE
  • 4,6-DIFLUOROISATIN
  • 4,6-Difluoro isatin 4,6-Difluoro indole-2,3-dione
  • 4,6-Difluoro-2,3-dioxoindoline
  • 4,6-difluoro-2,3-dihydro-1H-indole-2,3-dione
  • 1H-Indole-2,3-dione, 4,6-difluoro-
  • 4,6-DIFLUOROINDOLINE-2,3-DIONE ISO 9001:2015 REACH
CAS:
126674-93-9
MF:
C8H3F2NO2
MW:
183.11
Product Categories:
  • Boronic Acid
  • Heterocyclic Compounds
  • Indoles and derivatives
Mol File:
126674-93-9.mol
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4,6-DIFLUOROINDOLINE-2,3-DIONE Chemical Properties

Density 
1.578
storage temp. 
Sealed in dry,Room Temperature
pka
7.65±0.20(Predicted)
Appearance
Light yellow to green yellow Solid
InChI
InChI=1S/C8H3F2NO2/c9-3-1-4(10)6-5(2-3)11-8(13)7(6)12/h1-2H,(H,11,12,13)
InChIKey
YIVXDNUTNIKQMY-UHFFFAOYSA-N
SMILES
N1C2=C(C(F)=CC(F)=C2)C(=O)C1=O
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Safety Information

HS Code 
2933998090
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4,6-DIFLUOROINDOLINE-2,3-DIONE Usage And Synthesis

Synthesis

940054-61-5

126674-93-9

Stage 2: Synthesis of 4,6-difluoro-1H-indole-2,3-dione The product of stage 1, 2-hydroxyimino-N-(3,5-difluorophenyl)-acetamide (21.1 g, 105 mmol) was slowly added to concentrated sulfuric acid (115 ml) preheated to 50-60°C. After maintaining this temperature and stirring for 15 minutes, the reaction mixture was warmed up to 100°C and stirring was continued for 30 minutes. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice (1.2 kg). The precipitated solid was collected by filtration, washed to neutrality with plenty of water and finally dried in a desiccator using phosphorus pentoxide as desiccant. The yellow solid product 4,6-difluoro-1H-indole-2,3-dione was obtained 18.4 g in 95% yield. 1H-NMR (DMSO-d6) data: δ 6.60 (1H, dd, J = 8.8 and 2.0 Hz); 6.84 (1H, dt, J = 9.8 and 2.0 Hz); 11.20 (1H, br s).

References

[1] Patent: US2008/293749, 2008, A1. Location in patent: Page/Page column 14

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