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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539155Generated: October 30, 2026

Water → 6-Nitro-o-anisidine

https://huagongshe.com/reaction/539155

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 numberUS08865912B2
Source datasetuspto-grants-2014_10
ORD IDord-31cf38a408094c5595204939f9a7cd8c
Source noteuspto-grants-2014_10