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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749697Generated: October 29, 2026

Formaldehyde → HCID 71279089, compound

https://huagongshe.com/reaction/1749697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantHCID 1777704HCID 1777704—
Reactant1-[3-(Dimethylamino)propyl]piperazineHCID 2736234—
SolventEthanolHCID 702—
ProductHCID 71279089HCID 7127908943.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

The synthesis was performed with reference to the known literature (Heterocycles, Vol. 53, p. 197, 2000). A solution of (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (0.028 g, 0.10 mmol) in ethanol (2.0 mL) was added with 1-[3-(dimethylamino)propyl]piperazine (0.022 g, 0.13 mmol), and 37% aqueous formaldehyde (0.011 g, 0.13 mmol), and the mixture was stirred overnight at 80° C. in a sealed tube. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain (Z)-2-[(1H-indol-3-yl)methylene]-7-({4-[3-(dimethylamino)propyl]piperazin-1-yl}methyl)-6-hydroxybenzofuran-3(2H)-one (0.020 g, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-4f823e4b4631434cba49388d41a810c6
Source noteuspto-grants-2015_10