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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166225Generated: November 3, 2026

Methyl iodide → 1-Bromo-5-chloro-2-methoxy-3-nitrobenzene

https://huagongshe.com/reaction/1166225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-4-chloro-6-nitrophenolHCID 291871—
Product1-Bromo-5-chloro-2-methoxy-3-nitrobenzeneHCID 2299763396.5%

Reaction Steps

2-Nitro-4-chloro-6-bromoanisole was prepared by the same procedure as described for Step 2 of Preparation 2a using 2-nitro-4-chloro-6-bromophenol (16 g), methyl iodide (10.8 g), and potassium carbonate (26.3 g). Workup gave crude 2-nitro-4-chloro-6-bromoanisole (16.3 g, 96%) which was used in the next step without purification. 1H NMR (300 MHz, CDCl3) δ7.80 (d, J=2.5 Hz, 1 H), 7.77 (d, J=2.5 Hz, 1H), 4.01 (s, 3H). 13C NMR (75 MHz, CDCl3) δ149.7, 137.2 (2C), 130.0, 124.4, 120.5, 62.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613786B2
Source datasetuspto-grants-2003_09
ORD IDord-7a68c9d600884d29b1dd206b5f0053ac
Source noteuspto-grants-2003_09