Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565505Generated: October 30, 2026

Dimethylformamide → 1-(4-Indolyloxy)-3-[4-(2-naphthyl)piperazin-1-yl]propane oxalate

https://huagongshe.com/reaction/565505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant1-(Naphthalen-2-yl)piperazineHCID 2760172—
Reactant4-(3-chloropropoxy)-1H-indoleHCID 11694169—
Product1-(4-Indolyloxy)-3-[4-(2-naphthyl)piperazin-1-yl]propane oxalateHCID 21268316—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(4-indolyloxy)-3-chloropropane (0.159g, 0.75 mmol), 1-(2-naphthyl)piperazine (0.161g, 0.75mmol) and sodium carbonate (0.201g, 1.89 mmol) were mixed together in 7 mL dimethylformamide and heated at 100° C. for 18 h. Evaporation of dimethylformamide, dilution with water and extractions with ethyl acetate provided 0.303 g. of oil. Crystallization as the oxalate salt from methanol provided 0.083 g of colorless crystals. Mp 209° C. Mass spectrum, m+=385. Anal (C27H29N3O5) theory C, 68.20; H, 6.15; N, 8.84; found C, 68.47; H, 6.33; N, 8.60.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172073B2
Source datasetuspto-grants-2001_01
ORD IDord-dcc676026fe345e89341be420ebe0036
Source noteuspto-grants-2001_01