4-bromo-2-methoxy-1-nitrobenzene
4-bromo-2-methoxy-1-nitrobenzene Basic information
- Product Name:
- 4-bromo-2-methoxy-1-nitrobenzene
- Synonyms:
-
- 4-bromo-2-methoxy-1-nitrobenzene
- 5-Bromo-2-nitroanisole
- 4-Bromo-2-methoxynitrobenzene
- 3-Methoxy-4-nitrobromobenzene
- Benzene, 4-broMo-2-Methoxy-1-nitro-
- 5-BroMo-2-nitroanisole(4-BroMo-2-Methoxynitrobenzene)
- 5-Bromo-1-methoxy-2-nitrobenzene
- 5-Bromo-2-nitrophenyl methyl ether
- CAS:
- 103966-66-1
- MF:
- C7H6BrNO3
- MW:
- 232.03
- Mol File:
- 103966-66-1.mol
4-bromo-2-methoxy-1-nitrobenzene Chemical Properties
- Melting point:
- 91-92℃
- Boiling point:
- 298.7±20.0 °C(Predicted)
- Density
- 1.640
- storage temp.
- Sealed in dry,Room Temperature
- form
- solid
- Appearance
- Off-white to yellow Solid
- InChI
- InChI=1S/C7H6BrNO3/c1-12-7-4-5(8)2-3-6(7)9(10)11/h2-4H,1H3
- InChIKey
- DJKPQYBFSAJUBS-UHFFFAOYSA-N
- SMILES
- C1([N+]([O-])=O)=CC=C(Br)C=C1OC
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 7/9-22-36/37/39-51
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2909303890
4-bromo-2-methoxy-1-nitrobenzene Usage And Synthesis
Uses
4-Bromo-2-methoxy-1-nitrobenzene (4BMN) is a nucleophile that can be used to optimize the safety profiles of drugs.
Synthesis
321-23-3
124-41-4
103966-66-1
GENERAL STEPS: To a solution of 4-bromo-2-fluoro-1-nitrobenzene (2.0 g, 9.09 mmol) in methanol (50 mL) was added a methanolic solution of 30% sodium methanolate (1.64 g, 9.09 mmol). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated and the residue was dissolved in water (30 mL) and extracted with ethyl acetate (2 x 30 mL). The organic phases were combined, washed with water, separated, dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated under reduced pressure to give 5-bromo-2-nitroanisole as a crystalline solid (2.1 g, 99% yield).1H-NMR (DMSO-d6): δ [ppm] 7.9 (d, 1H), 7.6 (s, 1H), 7.3 (d, 1H), 4.0 (s, 3H).
References
[1] Patent: WO2006/40182, 2006, A1. Location in patent: Page/Page column 168
[2] Patent: CN106187838, 2016, A. Location in patent: Paragraph 0309; 0310; 0311
[3] Patent: US2012/277220, 2012, A1. Location in patent: Page/Page column 17
[4] PLoS ONE, 2017, vol. 12, # 8,
[5] Patent: US2017/8889, 2017, A1. Location in patent: Paragraph 0207; 0208
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