Identification | Back Directory | [Name]
5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE | [CAS]
22246-66-8 | [Synonyms]
5-methoxyisoindolin-1-one 5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE 2,3-Dihydro-6-Methoxy-1H-isoindol-1-on 2,3-Dihydro-5-methoxy-1H-Isoindol-1-one 5-Methoxy-2,3-dihydro-1H-isoindol-1-one 1H-Isoindol-1-one, 2,3-dihydro-5-Methoxy- 2,2':6',2''-Terpyridine,4,4',7''-trimethyl- | [Molecular Formula]
C9H9NO2 | [MDL Number]
MFCD08437636 | [MOL File]
22246-66-8.mol | [Molecular Weight]
163.17 |
Chemical Properties | Back Directory | [Melting point ]
160-161℃ (acetonitrile ethyl ether ) | [Boiling point ]
439.2±45.0 °C(Predicted) | [density ]
1.208±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
14.37±0.20(Predicted) | [Appearance]
White to light brown Solid |
Hazard Information | Back Directory | [Synthesis]
Methyl 2-bromomethyl-5-methoxybenzoate (75, 5.0 g, 19.3 mmol) was used as raw material and dissolved in methanol in a pressure flask. To this solution was added ammonia/methanol solution (2M, 30 ml). The reaction mixture was stirred at 125°C for 2 hours. After completion of the reaction, the solvent and excess ammonia were removed by distillation under reduced pressure. The resulting residue was ground with hexane/ethyl acetate (1:2 v/v). The solid product was vacuum filtered and dried in air for 2 h to afford 5-methoxy-2,3-dihydroisoindol-1-one (2.51 g, 65% yield) as a light yellow solid. The filtrate was concentrated and purified by silica gel column chromatography (eluent ratio hexane/ethyl acetate/methanol 3:1:0.5) to give an additional 270 mg of the target compound. The overall yield of the combined product was 86%. Mass spectrum (electrospray ionization) m/z 164.1. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 222 - 227 [2] Patent: WO2006/138549, 2006, A1. Location in patent: Page/Page column 73 [3] Patent: WO2009/14637, 2009, A2. Location in patent: Page/Page column 70-71 [4] Patent: WO2010/54279, 2010, A1. Location in patent: Page/Page column 100-101 [5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 24, p. 7283 - 7287 |
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Tetranov Biopharm
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SynAsst Chemical.
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