ChemicalBook--->CAS DataBase List--->28281-76-7

28281-76-7

28281-76-7 Structure

28281-76-7 Structure
IdentificationBack Directory
[Name]

5-Methoxy-isobenzofuran-1,3-dione
[CAS]

28281-76-7
[Synonyms]

5-Methoxy-isobenzofuran-1
5-Methoxy-2-benzofuran-1,3-dione
5-Methoxy-isobenzofuran-1,3-dione
1,3-Isobenzofurandione, 5-methoxy-
METHYL N-(DIPHENYLMETHYLENE)-L-SERINATE
5-Methoxy-1,3-dihydro-2-benzofuran-1,3-dione
[Molecular Formula]

C9H6O4
[MDL Number]

MFCD02670942
[MOL File]

28281-76-7.mol
[Molecular Weight]

178.14
Chemical PropertiesBack Directory
[Melting point ]

98-99 °C(Solv: acetic acid (64-19-7))
[Boiling point ]

348.6±25.0 °C(Predicted)
[density ]

1.407±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2932990090
Hazard InformationBack Directory
[Uses]

5-Methoxyisobenzofuran-1,3-dione is used as a reagent in the synthesis of basic ethers of 1,2-dihydropyrrolo[1,2-α]indole, 6H-isoindolo[2,1-α]indole, and 6H-benz[5,6]isoindolo[2,1-α]indole which display antiproliferative activity.
[Synthesis]

4-Methoxyphthalic acid

1885-13-8

5-Methoxy-isobenzofuran-1,3-dione

28281-76-7

The general procedure for the synthesis of 5-methoxyisobenzofuran-1,3-dione using 4-methoxyphthalic acid as starting material was as follows: acetic anhydride (40 mL) was slowly added to a solution of anhydrous tetrahydrofuran (150 mL) containing 4-methoxyphthalic acid (30.8 g, 0.16 mol). The reaction mixture was refluxed with stirring for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was subsequently evaporated under reduced pressure to afford 4-methoxyphthalic anhydride (27.8 g, 99% yield) as an off-white solid. The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 8.02 (1H, d), 7.59 (1H, d), 7.49 (1H, dd), 3.97 (3H, s). Mass spectrometry analysis showed the [M + H]+ peak at 179.

[References]

[1] Patent: WO2008/44029, 2008, A1. Location in patent: Page/Page column 204
[2] Patent: WO2008/44041, 2008, A1. Location in patent: Page/Page column 225-226
[3] Patent: WO2008/44045, 2008, A1. Location in patent: Page/Page column 277-278
[4] Patent: WO2008/44054, 2008, A2. Location in patent: Page/Page column 122
[5] Patent: US2010/152184, 2010, A1. Location in patent: Page/Page column 72; 73
Spectrum DetailBack Directory
[Spectrum Detail]

5-Methoxy-isobenzofuran-1,3-dione(28281-76-7)1HNMR
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