Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419119Generated: October 26, 2026

Methyl iodide → tert-butyl N-(4-methoxy-2-nitrophenyl)-N-methylcarbamate

https://huagongshe.com/reaction/1419119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(4-Methoxy-2-nitro-phenyl)-carbamic acid tert-butyl esterHCID 10730597—
SolventDimethylformamideHCID 6228—
Producttert-butyl N-(4-methoxy-2-nitrophenyl)-N-methylcarbamateHCID 53900404—

Reaction Steps

A procedure similar to that described in Preparation 7 was repeated, except that 0.46 g of sodium hydride (as a 55% w/w dispersion in mineral oil), 15 ml of dehydrated dimethylformamide, 0.66 ml of methyl iodide and a solution of 1.9 g of N-t-butoxycarbonyl-4-methoxy-2-nitroaniline (prepared as described in Preparation 22) in 15 ml of dehydrated dimethylformamide were used, to give 2.0 g of the title compound having an Rf value=0.34 (on thin layer chromatography on silica gel; developing solvent: a 1:5 by volume mixture of ethyl acetate and hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05886014
Source datasetuspto-grants-1999_03
ORD IDord-28fd0b672e29400aba0701893680bd62
Source noteuspto-grants-1999_03