| Identification | More | [Name]
6-Fluoro-2-oxindole | [CAS]
56341-39-0 | [Synonyms]
6-FLUOROOXINDOLE
BUTTPARK 24\07-31
6-Fluoro-2-oxoindole
6-Fluorooxindole 97%
6-Fluorooxindole97%
2H-Indol-2-one,6-fluoro-1,3-dihydro-(9CI) | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C8H6FNO | [MDL Number]
MFCD00047212 | [Molecular Weight]
151.14 | [MOL File]
56341-39-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
132-136°C | [Boiling point ]
287.5±40.0 °C(Predicted) | [density ]
1.311±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
solid | [pka]
13.37±0.20(Predicted) | [color ]
pink | [InChI]
InChI=1S/C8H6FNO/c9-6-2-1-5-3-8(11)10-7(5)4-6/h1-2,4H,3H2,(H,10,11) | [InChIKey]
PKQNTFAOZIVXCE-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC(F)=C2)CC1=O | [CAS DataBase Reference]
56341-39-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [Hazard Note ]
Irritant/Keep Cold | [HS Code ]
2933790090 |
| Hazard Information | Back Directory | [Uses]
6-Fluorooxindole, also known as 6-Fluoro-2-oxindole, is a fluorinated organic heterocyclic compound that can be used in the preparation of pharmaceutical and chemical products. | [Synthesis]
The general procedure for the synthesis of 6-fluoroindolin-2-one from 2-(4-fluoro-2-nitrophenyl)acetic acid is as follows: 119 g of 2-(4-fluoro-2-nitrophenyl)acetic acid (Feedstock III) and 600 ml of acetic acid were added to a reactor followed by 20 g of palladium catalyst (loaded on 10% activated carbon). The hydrogenation reaction was carried out under hydrogen pressure of 50 psi. Upon completion of the reaction, the catalyst was removed by diafiltration, followed by removal of the solvent acetic acid by distillation. The crude product obtained was co-milled with 500 ml of petroleum ether, further separated by diafiltration, washed with water and dried. Finally 82.5 g of 6-fluoroindolin-2-one was obtained in 91% yield of the theoretical value. The product was detected by thin layer chromatography (TLC) with an Rf value of 0.30 (silica gel plate, unfolding agent was petroleum ether/ethyl acetate 1:1). Mass spectrometry analysis showed a molecular ion peak m/z = 150 [MH]-, which is consistent with the molecular weight of the target product C8H6FNO. | [References]
[1] Patent: US2005/43389, 2005, A1. Location in patent: Page/Page column 19
[2] Patent: WO2004/26829, 2004, A2. Location in patent: Page/Page column 80
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 14, p. 2588 - 2603
[4] Patent: US6878733, 2005, B1. Location in patent: Page/Page column 170
[5] Patent: US6350754, 2002, B2. Location in patent: Page column 21 |
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