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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188774Generated: November 3, 2026

Water → 6-Nitro-o-anisidine

https://huagongshe.com/reaction/1188774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-3-NitrophenolHCID 4115495—
SolventDimethylformamideHCID 6228—
Product6-Nitro-o-anisidineHCID 8549190.5%

Reaction Steps

To a mixture of 2-amino-3-nitrophenol (19.25 g) and K2CO3 (19 g) in DMF (100 mL) was added MeI (11 mL) at room temperature and the mixture was stirred over night and then poured into water. The resulting precipitate was collected by filtration and the solid was washed with water to afford the desired product (19 g, 90%). 1H NMR (300 MHz, CDCl3) δ ppm 3.92 (s, 1H), 6.43 (br s, 1H), 6.61 (dd, 1H, J=7.5, 9.0 Hz), 6.89 (dd, 1H, J=0.9, 7.5 Hz), 7.73 (dd, 1H, J=0.9, 9.0 Hz); LC-MS: m/e=169 [M+1]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674090B2
Source datasetuspto-grants-2014_03
ORD IDord-f642588e90e94d60b84d9237cd58e87f
Source noteuspto-grants-2014_03