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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393686Generated: November 2, 2026

Methyl 4-(methylamino)-3-nitrobenzoate → Methyl 3-amino-4-(methylamino)benzoate

https://huagongshe.com/reaction/1393686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(methylamino)-3-nitrobenzoateHCID 7650848—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-amino-4-(methylamino)benzoateHCID 1558606462%

Reaction Steps

The methyl 4-methylamino-3-nitrobenzoate (6.3 g) obtained above was suspended in 1,4-dioxane (125 ml). 20% Palladium hydroxide (6.3 g) was added thereto, and the mixture was stirred for 91 hours at room temperature in a hydrogen atmosphere. Insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (eluting solvent; ethyl acetate:n-hexane 1:4→2:3) to give methyl 3-amino-4-methylaminobenzoate (3.3 g, Y.:62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345180B2
Source datasetuspto-grants-2008_03
ORD IDord-83aa1b2cba0b486c971159a095b475fd
Source noteuspto-grants-2008_03