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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788020Generated: October 30, 2026

1-(4-Chlorophenyl)piperazine → {2-[4-(4-chlorophenyl)piperazin-1-yl]-5,5-dioxo-6,7-dihydro-5H-5lambda6-thieno[3,2-d]pyrimidin-4-yl}propylamine

https://huagongshe.com/reaction/1788020

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Chlorophenyl)piperazineHCID 97478—
Reactant(2-chloro-5,5-dioxo-6,7-dihydro-5H-5lambda6-thieno[3,2-d]pyrimidin-4-yl)propylamineHCID 86616274—
Solvent1,4-DioxaneHCID 31275—
Product{2-[4-(4-chlorophenyl)piperazin-1-yl]-5,5-dioxo-6,7-dihydro-5H-5lambda6-thieno[3,2-d]pyrimidin-4-yl}propylamineHCID 6867532470%

Reaction Conditions

Temperature150 °C

Reaction Steps

0.262 g (1.00 mmol) of (2-chloro-5,5-dioxo-6,7-dihydro-5H-5λ6-thieno[3,2-d]pyrimidin-4-yl)propylamine (II) and 0.433 g (2.20 mmol) of 1-(4-chlorophenyl)piperazine are placed in 4.50 mL of dioxane, then heated to 150° C. in the microwave for 0.75 hours. Then the reaction mixture is concentrated by evaporation, the residue is treated with water. It is suction filtered, washed with water, and dried. The product which is not yet clean is purified by chromatography (column: 10 g Chromabond SiOH cartridge, solvent: petroleum ether/ether 1:1). Corresponding fractions are combined and concentrated by evaporation. 0.295 g of product III (70%) is obtained as a powder (m.p. 243° C.-245° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511045B2
Source datasetuspto-grants-2009_03
ORD IDord-97b01ad72ad043d99823deee626f750e
Source noteuspto-grants-2009_03