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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622411Generated: October 25, 2026

Diethyl Ether → 3-Chloro-5-(4-methyl-piperazin-1-yl)-benzonitrile

https://huagongshe.com/reaction/1622411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-MethylpiperazineHCID 53167—
Reactant3-Chloro-5-fluorobenzonitrileHCID 2734841—
SolventHydrochloric AcidHCID 313—
SolventDimethyl SulfoxideHCID 679—
Product3-Chloro-5-(4-methyl-piperazin-1-yl)-benzonitrileHCID 5913898793%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Fluoro-3-chloro-benzonitrile (Ig, 6.4 mmol) was dissolved in DMSO (20 ml) followed by addition OfK2CO3 (1.3 g, 9.6 mmol) and 1-methyl piperazine (1.4 ml, 12.8 mmol). The reaction mixture was heated at 80° C. for 20 hours. Diethyl ether was added to the crude material (10 ml) then acidified with IN HCl. A precipitate was filtered off from the crude reaction mixture to give 3-chloro-5-(4-methyl-ρiρerazin-1-yl)-benzonitrile (1.4 g, 93% yield) as a white solid (LC/MS: Rt 1.83 [M+H]+ 236, acidic method).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778936B2
Source datasetuspto-grants-2014_07
ORD IDord-9f683d136e994013b8fdc6d37775a1ae
Source noteuspto-grants-2014_07