1-Bromo-2-methoxy-3-nitro-benzene Chemical Properties

Boiling point:

296.4±20.0 °C(Predicted)

Density 

1.640±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

color 

Off white to faint yellow

InChI

InChI=1S/C7H6BrNO3/c1-12-7-5(8)3-2-4-6(7)9(10)11/h2-4H,1H3

InChIKey

YAYBLVOBUIXMQY-UHFFFAOYSA-N

SMILES

C1(Br)=CC=CC([N+]([O-])=O)=C1OC

Safety Information

HS Code 

2909309090

1-Bromo-2-methoxy-3-nitro-benzene Usage And Synthesis

Chemical Properties

White to off-white powder

Synthesis

General procedure for the synthesis of 2-bromo-6-nitroanisole from 2-bromo-6-nitrophenol (19.6 g, 90.0 mmol) and iodomethane (25.6 g, 180 mmol): first, 2-bromo-6-nitrophenol and potassium carbonate (24.9 g, 180 mmol) were mixed in acetone (400 mL). Subsequently, iodomethane was added to the mixture. The reaction mixture was heated to reflux overnight. After completion of the reaction, it was cooled to room temperature, the mixture was filtered and the filter cake was washed with ethyl acetate (100 mL). The filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the resulting solution was washed with saturated brine and dried with anhydrous sodium sulfate. Finally, the dried solution was concentrated to give 1-bromo-2-methoxy-3-nitrobenzene (20.2 g, 97% yield) as a yellow solid. The 1H-NMR spectrum (300 MHz, DMSO-d6) data of the product were as follows: δ (ppm): 3.92 (s, 3H), 7.32 (d, 1H, J = 8.1 Hz), 7.94-8.03 (m, 2H).

References

[1] Patent: EP2987787, 2016, A1. Location in patent: Paragraph 0129-0130
[2] Patent: WO2014/74661, 2014, A1. Location in patent: Paragraph 00172
[3] Patent: US2014/296229, 2014, A1. Location in patent: Paragraph 0254; 0255; 0256
[4] Patent: WO2014/154760, 2014, A1. Location in patent: Page/Page column 55
[5] Patent: EP2236500, 2010, A1. Location in patent: Page/Page column 15

1-Bromo-2-methoxy-3-nitro-benzene(98775-19-0)Related Product Information

• p-Anisidine
• 2-Bromo-6-nitrophenol
• Eltrombopag