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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1708329Generated: November 3, 2026

N-Methyl-3-nitroaniline → N1-Methylbenzene-1,3-diamine

https://huagongshe.com/reaction/1708329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methyl-3-nitroanilineHCID 219622—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN1-Methylbenzene-1,3-diamineHCID 515195796%

Reaction Conditions

Temperature70 °C

Reaction Steps

8 g of the precipitate was dissolved in 20 mL of 95% ethanol, 1 g of a catalyst having 5 wt. % Pd on a carbon support was added, and hydrogenation of the N-methyl-3-nitroaniline was carried out at 50 psig (337 kPa gage) for about 10 minutes, during which time the temperature increased to about 70° C. The hydrogenated mixture was cooled to room temperature, filtered to recover the solids, which were then washed with methanol and the liquid filtrates combined. Finally, the liquids were concentrated under vacuum and distilled through a short path Kugelrohr oven at about 140° C. and 3 torr to produce a 96% yield of N-methyl m-phenylenediamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05358745
Source datasetuspto-grants-1994_10
ORD IDord-cfb6eb30a1114e468545a4101a88ba67
Source noteuspto-grants-1994_10