7-Fluoroisatin Chemical Properties

Melting point:

192-196°C

Density 

1.477±0.06 g/cm3(Predicted)

storage temp. 

Store at room temperature

pka

8.44±0.20(Predicted)

form 

powder to crystal

color 

Light yellow to Brown

Water Solubility 

Sparingly Soluble in water (0.022 g/L)

InChI

InChI=1S/C8H4FNO2/c9-5-3-1-2-4-6(5)10-8(12)7(4)11/h1-3H,(H,10,11,12)

InChIKey

HGBGVEOXPHGSOS-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2F)C(=O)C1=O

CAS DataBase Reference

317-20-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-43

Safety Statements 

37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29337900

7-Fluoroisatin Usage And Synthesis

Chemical Properties

White solid

Uses

7-Fluoroisatin is used as the intermediate of cardiovascular, anti-inflammatory and bactericidal drugs.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 10, p. 23, 2004
Tetrahedron Letters, 35, p. 7303, 1994 DOI: 10.1016/0040-4039(94)85299-5

Synthesis

Step 2: 7-fluoroindoline-2,3-dione N-(2-fluorophenyl)-2-(hydroxyimino)acetamide (30 g, 164.84 mmol) was dissolved in concentrated sulfuric acid (100 mL), and the reaction was stirred at 80 °C for 2 hours. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture, and the precipitated brick-red solid was collected by filtration and dried to give 25 g of 7-fluorodihydroindole-2,3-dione in 90% yield. The product was analyzed by LCMS to confirm that the molecular ion peak was 166 (M + H)+.

References

[1] Patent: US2008/139558, 2008, A1. Location in patent: Page/Page column 55
[2] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163
[3] Proceedings of the Royal Society of London, Series B: Biological Sciences, 1958, vol. 148, p. 481,488
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 11, p. 2085 - 2094
[5] European Journal of Medicinal Chemistry, 1994, vol. 29, # 10, p. 743 - 751

7-Fluoroisatin(317-20-4)Related Product Information

• 7-Fluoro-6-Methyl Isatin
• 7-Fluoroisatin
• 7-Fluoro-5-Methyl Isatin
• 6-FLUOROISATIN
• 5-FLUOROISATIN
• 6-FLUOROINDOLE-3-CARBOXALDEHYDE
• 5-FLUOROINDOLE-3-CARBOXALDEHYDE
• 7-Fluoro-4-Methyl Isatin
• Isatin
• 7-Fluoroindole
• Indole
• 4-FLUOROINDOLE-3-CARBOXALDEHYDE
• 6-Chloro-7-fluoro-1H-indole-2,3-dione
• 6,7-DIFLUOROINDOLINE-2,3-DIONE
• 4,7-DIFLUOROISATIN
• 5-BROMO-7-FLUOROISATIN
• 5,7-DIFLUORO ISATIN
• 5,6,7-trifluoro-1H-indole-2,3-dione