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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33090Generated: October 25, 2026

Sodium Carbonate → N-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amine

https://huagongshe.com/reaction/33090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant2-Chloro-5-nitroanisoleHCID 70519—
Reactant2-(Ethylamino)pyridineHCID 11804745—
SolventWaterHCID 962—
ProductN-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amineHCID 23104829—

Reaction Conditions

Temperature10 °C

Reaction Steps

5.62 g (0.03 mol) of 2-chloro-5-nitroanisole, 4 g (0.038 mol) of sodium carbonate, 4.5 g (0.037 mol) of 2-(2-ethylamino)pyridine, and 25 ml of NMP were introduced into a three-necked flask under nitrogen. The mixture was heated to 10° C. After reaction for 6 days, the reaction mixture was cooled and 75 ml of distilled water were then added slowly with vigorous stirring. The nitro derivative appeared in the form of a brown semi-solid, and was extracted with dichloromethane and then purified on a column of silica, eluting with 2/3 ethyl acetate/heptane. 2.1 g of expected nitro derivative (9) were obtained in the form of an orange solid. The proton NMR and 13C spectra and microanalyses were in accordance with the expected structure of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429278B2
Source datasetuspto-grants-2008_09
ORD IDord-4b2ff165892d44d880115ac6d39696f1
Source noteuspto-grants-2008_09