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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710658Generated: November 1, 2026

Stannous chloride dihydrate → 5-Chloro-N1-Methylbenzene-1,2-diaMine

https://huagongshe.com/reaction/1710658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant5-chloro-N-methyl-2-nitroanilineHCID 258041—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-N1-Methylbenzene-1,2-diaMineHCID 12198266—

Reaction Steps

A mixture of (5-chloro-2-nitro-phenyl)-methyl-amine (59) (500 mg, 2.7 mmol, 1 eq), SnCl2.2H2O (3.0 g, 13.3 mmol, 5 eq) in ethyl acetate (25 ml) was refluxed overnight. The reaction mixture was diluted with ethyl acetate, washed with saturated potassium carbonate solution. The organic phase was concentrated and the crude residue was purified with flash chromatography to give 4-chloro-N2-methyl-benzene-1,2-diamine (60).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790726B2
Source datasetuspto-grants-2010_09
ORD IDord-e601213018954e3aae6e7e274ee22c62
Source noteuspto-grants-2010_09