Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1439913Generated: October 28, 2026

Water → 5-Chloro-2-methylaniline

https://huagongshe.com/reaction/1439913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzene, 4-chloro-1-methyl-2-nitro-HCID 6975—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Product5-Chloro-2-methylanilineHCID 726089%

Reaction Steps

To a solution of 2-nitro-4-chlorotoluene (86 g, 0.5 mol) in MeOH (250 mL) was added Fe powder (92 g, 3.65 mol) by portions over 45 min while refluxing gently. The mixture was stirred for 3 h at room temperature, poured into water (1.5 L) and extracted with AcOEt. The organic layers were dried over MgSO4 and concentrated in vacuo to give 63 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05496843
Source datasetuspto-grants-1996_03
ORD IDord-56ebfbf913674fd4b595f3908f059b0b
Source noteuspto-grants-1996_03