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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803866Generated: November 2, 2026

Dimethyl Sulfoxide → Methyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoate

https://huagongshe.com/reaction/1803866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant1-MethylpiperazineHCID 53167—
ReactantMethyl 4-fluoro-2-methylbenzoateHCID 2782181—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoateHCID 5429873938%

Reaction Conditions

Temperature110 °C

Reaction Steps

In a cylindrical quartz tube were placed 4-fluoro-2-methyl-benzoic acid methyl ester (1.2 g, 7.14 mmol), N-methylpiperazine (0.95 ml, 8.5 mmol), K2CO3 (990 mg, 7.14 mmol) and DMSO (4 ml). The reaction was heated for 20 hours at 110° C. until HPLC revealed the disappearance of the starting-material. DCM (15 ml) was added and the solution was washed twice with water and the organic phase was dried over anhydrous Na2SO4. The crude was purified by flash chromatography (DCM/MeOH 95:5) affording the desired compound (670 mg, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354399B2
Source datasetuspto-grants-2013_01
ORD IDord-42af34958a74446e9a2789e26fd8a153
Source noteuspto-grants-2013_01