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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443450Generated: October 31, 2026

Methyl iodide → 2-Amino-4-methoxy-3-methylbenzonitrile

https://huagongshe.com/reaction/1443450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-4-hydroxy-3-methylbenzonitrileHCID 13464716—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-methoxy-3-methylbenzonitrileHCID 5529642293%

Reaction Steps

A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659245B2
Source datasetuspto-grants-2010_02
ORD IDord-af6077eecb6844ccad987aed4dea18de
Source noteuspto-grants-2010_02