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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44473Generated: October 26, 2026

Water → 6-Nitro-o-anisidine

https://huagongshe.com/reaction/44473

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 numberUS08541411B2
Source datasetuspto-grants-2013_09
ORD IDord-5902f394338943068ba0956c4d2c0bee
Source noteuspto-grants-2013_09