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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59278Generated: October 30, 2026

Dimethyl Sulfate → HCID 601943, compound

https://huagongshe.com/reaction/59278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
Reactant4,5-Dimethyl-2-nitrobenzenamineHCID 81445—
SolventTolueneHCID 1140—
ProductHCID 601943HCID 60194369.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 4,5-dimethyl-2-nitroaniline (2.00 g, 12 mmol) in toluene (25 mL) was added NaOH (1.93 g, 48 mmol). The reaction mass was stirred at 100° C. for 1 h, followed by addition of dimethyl sulphate (4.6 g, 36 mmol) and reaction mass was stirred at RT for 24 h. The reaction mass was quenched in water, extracted with DCM and concentrated to afford 1.5 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 2.11 (s, 3H), 2.24 (d, J=7.8 Hz, 3H), 2.92 (s, 3H), 6.77 (m, 1H), 7.79 (m, 1H), 8.06 (s, 1H); MS (m/z): 180.92 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-5b1757f46b4746dca18661e058db2ef1
Source noteuspto-grants-2016_09