| Identification | More | [Name]
7-Fluorooxindole | [CAS]
71294-03-6 | [Synonyms]
7-FLUORO-1,3-DIHYDRO-INDOL-2-ONE
7-FLUORO-2-OXINDOLE
7-FLUOROINDOLE-2-ONE
7-FLUOROINDOLIN-2-ONE
7-FLUOROOXINDOLE
7-Fluorooxindole 97%
7-Fluorooxindole97%
2H-Indol-2-one,7-fluoro-1,3-dihydro-(9CI)
1,3-Dihydro-7-fluoro-2H-indol-2-one | [EINECS(EC#)]
676-237-4 | [Molecular Formula]
C8H6FNO | [MDL Number]
MFCD02179608 | [Molecular Weight]
151.14 | [MOL File]
71294-03-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
188-190°C | [Boiling point ]
297.9±40.0 °C(Predicted) | [density ]
1.311±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
Powder | [pka]
12.93±0.20(Predicted) | [color ]
Red-brown | [InChI]
InChI=1S/C8H6FNO/c9-6-3-1-2-5-4-7(11)10-8(5)6/h1-3H,4H2,(H,10,11) | [InChIKey]
VMUIOEOYZHJLEZ-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2F)CC1=O | [LogP]
0.7 at 25℃ and pH6.8 | [CAS DataBase Reference]
71294-03-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [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 | [Synthesis]
The general procedure for the synthesis of 7-fluoro-2-indolone from 2-(3-fluoro-2-nitrophenyl)acetic acid was as follows: 2-(3-fluoro-2-nitrophenyl)acetic acid (9.6 g, 48 mmol) was dissolved in acetic acid (100 mL), 10% palladium-carbon catalyst (1.3 g) was added, and the hydrogenation reaction was carried out for 24 h at 50 psi hydrogen pressure. Upon completion of the reaction, the catalyst was filtered through Celite to remove the catalyst. Subsequently, the solvent in the reaction solution was removed by evaporation. The resulting residue was dissolved in ethanol (100 mL), p-toluenesulfonic acid (50 mg) was added, and the mixture was heated to reflux for 1 hour. The reaction solution was cooled, poured into water and extracted with ethyl acetate, the organic phase was dried with anhydrous magnesium sulfate and the solvent was evaporated. Finally, the solid obtained was ground with hexane/ethyl acetate (95/5, v/v) mixed solvent to give 7-fluoro-1,3-dihydro-indol-2-one (6 g, 83% yield). | [References]
[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1861 - 1873
[2] Patent: US2006/9509, 2006, A1. Location in patent: Page/Page column 9 |
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