| Identification | More | [Name]
7-Fluoroisatin | [CAS]
317-20-4 | [Synonyms]
7-FLUORO-1H-INDOLE-2,3-DIONE
7-fluoroindole-1h-2,3-dione
7-FLUOROINDOLE-2,3-DIONE
7-FLUOROINDOLINE-2,3-DIONE
7-FLUOROISATIN
7-FLUOROISATINE
BUTTPARK 24\07-37
5-(TRIFLUOROMETHYL) ISTATIN
7-Fluoro-2,3-indolinedione
7-FLUOROINDOLE-3-CARBOXALDEHYDE | [EINECS(EC#)]
626-799-1 | [Molecular Formula]
C8H4FNO2 | [MDL Number]
MFCD01569508 | [Molecular Weight]
165.12 | [MOL File]
317-20-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
192-196°C | [density ]
1.477±0.06 g/cm3(Predicted) | [storage temp. ]
Store at room temperature | [form ]
powder to crystal | [pka]
8.44±0.20(Predicted) | [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 Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29337900 |
| Hazard Information | Back Directory | [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 |
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