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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260367Generated: October 30, 2026

Water → (3-Methyl-4-nitrophenyl)-(4-methylpiperazin-1-yl)methanone

https://huagongshe.com/reaction/1260367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Methyl-4-nitrobenzoic acidHCID 18370—
ReactantThionyl ChlorideHCID 24386—
Reactant1-MethylpiperazineHCID 53167—
Solvent1,2-DichloroethaneHCID 11—
Product(3-Methyl-4-nitrophenyl)-(4-methylpiperazin-1-yl)methanoneHCID 718014—

Reaction Conditions

Temperature25 °C

Reaction Steps

3-Methyl-4-nitrobenzoic acid (5.525 mmol, 1.0 gram) was taken in a 25 mL two necked round bottom flask attached with a condenser, provided with a guard tube. To this, thionyl chloride (6.07 mmol, 0.735 gram) and 1,2-dichloroethane (5 mL) were added and the solution was refluxed for a period of 3 hours. This reaction mixture was added to another 100 mL flask, containing a solution of N-methylpiperazine (16.57 mmol, 1.66 grams) in 10 mL 1,2-dichloroethane, which is maintained at temperature below 5° C. The reaction mixture was then stirred for 0.5 hour at 25° C. After the completion of reaction, the reaction mixture was poured onto 50 mL water. 1,2-dichloroethane layer was separated, washed with water (2×10 mL), brine (10 mL) and dried over anhydrous sodium sulfate. The volatiles were removed under the reduced pressure to obtain thick syrupy mass. This thick syrupy mass was used for next step of reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470830B2
Source datasetuspto-grants-2013_06
ORD IDord-f585acf8bc0941c2bf779c0aef9db7f4
Source noteuspto-grants-2013_06