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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 227294Erstellt: 25. Oktober 2026

Diethyl Ether → 4-(4-Benzylpiperazin-1-yl)-2-[(Phenylsulfonyl)methyl]aniline

https://huagongshe.com/reaction/227294

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktSodium BicarbonateHCID 516892—
EduktTin atomHCID 5352426—
Edukt1-Benzyl-4-{4-nitro-3-[(phenylsulfonyl)methyl]phenyl}piperazineHCID 44242886—
LösungsmittelHydrochloric AcidHCID 313—
LösungsmittelMethanolHCID 887—
Produkt4-(4-Benzylpiperazin-1-yl)-2-[(Phenylsulfonyl)methyl]anilineHCID 5890478897%

Reaktionsbedingungen

Temperatur45 °C

Reaktionsschritte

A mixture of 1-benzyl-4-{4-nitro-3-[(phenylsulfonyl)methyl]phenyl}piperazine (6.77 g, 15.0 mmol) and granular tin (7.48 g, 63.0 mmol) in methanol and conc. hydrochloric acid is heated at 45° C. for 4 h, stirred at ambient temperature for 18 h, carefully poured into saturated aqueous NaHCO3, treated with ether and stirred for 0.5 h. The phases are separated and the aqueous phase is extracted sequentially with ether and CH2Cl2. The extracts and organic phase are combined, dried over MgSO4 and concentrated in vacuo. The resultant residue is dissolved in CH2Cl2 and filtered through Celite®. The filtrate is concentrated in vacuo to afford the title compound as a pale yellow solid, 6.11 g (97% yield), mp 141-143° C., characterized by NMR and mass spectral analyses

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560470B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-489b790e36af4925bc311718a5389012
Quellennotizuspto-grants-2009_07