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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393685Generated: November 2, 2026

Dimethyl Sulfate → Methyl 4-(methylamino)-3-nitrobenzoate

https://huagongshe.com/reaction/1393685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-amino-3-nitrobenzoateHCID 3941008—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductMethyl 4-(methylamino)-3-nitrobenzoateHCID 765084898%

Reaction Conditions

Temperature40 °C

Reaction Steps

Methyl 4-amino-3-nitrobenzoate (7.0 g), sodium hydroxide (5.7 g), potassium carbonate (4.9 g) and tetrabutylammonium bromide (0.22 g) were suspended in toluene (100 ml). The mixture was stirred for 1 hour at 40° C., and then dimethylsulfuric acid (7.7 ml) was added thereto and stirred for 2 hours. The reaction solution was extracted with ethyl acetate, and the extract was washed with water and dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give methyl 4-methylamino-3-nitrobenzoate (7.3 g, Y.:97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345180B2
Source datasetuspto-grants-2008_03
ORD IDord-f2f4374795174b6f910bd8bfe8ac31fd
Source noteuspto-grants-2008_03