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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1822699Generated: October 26, 2026

Sodium Carbonate → N-Hydroxy-2-methoxy-N-methyl-benzamidine

https://huagongshe.com/reaction/1822699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-methylhydroxylamine hydrochlorideHCID 77906—
Reactant2-MethoxybenzonitrileHCID 81086—
ReactantWater ethanolHCID 19096565—
ProductN-Hydroxy-2-methoxy-N-methyl-benzamidineHCID 22169629—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 2-methoxybenzonitrile (2.66 g, 20 mmol) and N-methylhydroxylamine hydrochloride (3.341 g, 40 mmol) in 2:1 water/ethanol (30 mL) was added sodium carbonate (2.332 g, 22 mmol) in small portions and the resulting pink solution stirred at 80° C. for 28 h. The reaction mixture was then concentrated and the residue stirred with CH2Cl2, filtered and concentrated to give crude product as a purple solid (3.3 g), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07037908B2
Source datasetuspto-grants-2006_05
ORD IDord-664fb51943874ab7afcd47701f7f7e30
Source noteuspto-grants-2006_05