6-CHLORO-BENZOFURAN-3-ONE Chemical Properties

Melting point:

123-123.5 °C

Boiling point:

304.3±42.0 °C(Predicted)

Density 

1.428±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

Appearance

Yellow to brown Solid

InChI

InChI=1S/C8H5ClO2/c9-5-1-2-6-7(10)4-11-8(6)3-5/h1-3H,4H2

InChIKey

QSYZLDHZMYWEKL-UHFFFAOYSA-N

SMILES

O1C2=CC(Cl)=CC=C2C(=O)C1

Safety Information

HS Code 

2932990090

6-CHLORO-BENZOFURAN-3-ONE Usage And Synthesis

Chemical Properties

Orange Solid

Uses

6-Bromobenzofuran-3(2H)-one is a useful reactant for the preparation of tricyclic sulfones as RORγ modulators.

Synthesis

Step 3: 2-(carboxymethoxy)-4-chlorobenzoic acid (11.5 g, 50 mmol) obtained from step 2 was dissolved in acetic anhydride (100 ml) and anhydrous sodium acetate (10.0 g, excess) was added. The reaction mixture was heated to 150 °C and maintained for 4 hours. During the reaction, the color of the mixture changed to deep red. Upon completion of the reaction, the mixture was cooled to room temperature and quenched carefully with ice-cold water. The resulting red solid was collected by filtration and washed well with water. The washed red solid was suspended in 1N HCl and refluxed for 2 hours. After the reaction, 6-chlorobenzofuran-3(2H)-one precipitated from the mixture as a deep red solid. The product was isolated by filtration, washed well with water and dried at 40 °C and used in subsequent steps without further purification. Yield: 5.8 g (69%); MS data: (M + H): 169.

References

[1] Patent: US2009/54454, 2009, A1. Location in patent: Page/Page column 22
[2] Patent: WO2004/99191, 2004, A2. Location in patent: Page 49
[3] Patent: US2005/4162, 2005, A1. Location in patent: Page/Page column 12

6-CHLORO-BENZOFURAN-3-ONE(3260-78-4)Related Product Information

• 6-BROMO-BENZOXAZOLINONE
• Polychlorinated dibenzofuran
• 5-Bromo-1-benzofuran
• 2H-Bezofuran-3-one
• 5,7-DIFLUORO-BENZOFURAN-3-ONE
• 4-Chloro-3(2H)-benzofuranone
• 5-CHLORO-BENZOFURAN-3-ONE
• 5-Bromo-3(2H)-benzofuranone
• 4-CHLORO-2-METHOXYBENZALDEHYDE
• 6-CHLORO-BENZOFURAN-3-ONE
• 4'-CHLORO-2'-HYDROXYACETOPHENONE