Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639619Generated: October 28, 2026

Water → (3,4-Dinitrophenyl)-(4-methylpiperazin-1-yl)methanone

https://huagongshe.com/reaction/1639619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,4-Dinitrobenzoic acidHCID 10709—
Reactant1-MethylpiperazineHCID 53167—
SolventTetrahydrofuranHCID 8028—
SolventThionyl ChlorideHCID 24386—
Product(3,4-Dinitrophenyl)-(4-methylpiperazin-1-yl)methanoneHCID 5913909056.6%

Reaction Conditions

Temperature5 °C

Reaction Steps

3,4-Dinitrobenzoic acid (50 g, 0.24 mol) was heated at reflux in SOCl2 (160 ml) for 6 hours. The mixture was then evaporated to dryness in vacuo. The product was dissolved in THF and cooled to 5° C. To this solution, N-methylpiperazine (26.2 ml, 0.24 mol) and Et3N (42 ml) were added dropwise as a solution in THF (50 ml). After stirring overnight at room temperature, the solution was poured into water (1.5 L) and stirred at approximately 5° C. for 0.5 hours. The solid precipitate which formed was collected and dried to give (3,4-dinitrophenyl)-(4-methylpiperazin-1-yl)-methanone (40 g) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110573B2
Source datasetuspto-grants-2012_02
ORD IDord-576c8e37092e409284e510ca6662f5ce
Source noteuspto-grants-2012_02