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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240117Generated: November 2, 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/2240117

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 numberUS07723341B2
Source datasetuspto-grants-2010_05
ORD IDord-ffde509e217447dda654456e71f51e09
Source noteuspto-grants-2010_05