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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749701Generated: November 2, 2026

Formaldehyde → HCID 71279061, compound

https://huagongshe.com/reaction/1749701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantn,n-Dimethylpiperazine-1-carboxamideHCID 712909—
ReactantHCID 1777704HCID 1777704—
SolventEthanolHCID 702—
ProductHCID 71279061HCID 7127906155%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (0.050 g, 0.18 mmol) obtained in Example A1, Step 1 in ethanol (2.0 mL) was added with piperazine-1-carboxylic acid dimethylamide (0.035 g, 0.22 mmol), and 37% aqueous formaldehyde (0.020 g, 0.24 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)-4-({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)-N,N-dimethylpiperazine-1-carboxamide (0.044 g, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-3c1d700663214651a0709636cada5b54
Source noteuspto-grants-2015_10