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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412717Generated: October 31, 2026

Hydrochloric Acid → N-[2-(2-methoxyphenoxy)ethyl]-3-methylamino-4-nitrobenzamide

https://huagongshe.com/reaction/412717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethyl SulfoxideHCID 679—
ReactantMethylamineHCID 6329—
ReactantN-[2-(2-methoxyphenoxy)ethyl]-3-methoxy-4-nitrobenzamideHCID 18537879—
SolventWaterHCID 962—
ProductN-[2-(2-methoxyphenoxy)ethyl]-3-methylamino-4-nitrobenzamideHCID 1853798189%

Reaction Steps

A mixture comprising N-[2-(2-methoxyphenoxy)ethyl]-3-methoxy-4-nitrobenzamide (4.0 g, 11.6 mmol), aqueous methylamine (40%, 10 mL) and DMSO (2 mL) in a sealed tube was heated at 110° C. for 4 hours, cooled and then poured into water (25 mL). The dilution was treated with 3M aqueous hydrochloric acid to give an orange solid. The solid was isolated by filtration to provide N-[2-(2-methoxyphenoxy)ethyl]-3-methylamino-4-nitrobenzamide (3.56 g, 89% yield); MS (PB-PCI) C17H19N3O5 m/e calc 345.35; found 346 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562854B2
Source datasetuspto-grants-2003_05
ORD IDord-df67f7b366604eef8ebee346d09d366a
Source noteuspto-grants-2003_05