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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253816Generated: November 3, 2026

Methyl iodide → N~2~-Methyl-4-nitrobenzene-1,2-diamine

https://huagongshe.com/reaction/1253816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant4-Nitro-1,2-phenylenediamineHCID 5111791—
SolventDimethylformamideHCID 6228—
ProductN~2~-Methyl-4-nitrobenzene-1,2-diamineHCID 2195637461%

Reaction Steps

A 1 L round bottom flask was charged with 4-nitrobenzene-1,2-diamine (40 g, 0.26 mol), methyl iodide (13 ml, 0.21 mol) and DMF (300 ml), followed by the addition of saturated sodium carbonate (60 ml) over 2-3 minutes under rapid stirring. After stirring overnight at room temperature the reaction mixture was filtered and then concentrated in vacuo to a dark red oil. The residue was purified by flash column chromatography (15 to 30% ethyl acetate/petrol) to afford the title compound (27 g, 61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455507B2
Source datasetuspto-grants-2013_06
ORD IDord-8c809b56cd724c6f8b5f3bc6ae1c03a8
Source noteuspto-grants-2013_06