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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646185Generated: October 27, 2026

Pyrrole-2-carboxaldehyde → (Z)-2-(2-Methyl-phenyl)-3-(1H-pyrrol-2-yl)acrylonitrile

https://huagongshe.com/reaction/646185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrole-2-carboxaldehydeHCID 13854—
Reactant2-(o-Tolyl)acetonitrileHCID 31155—
SolventEthanolHCID 702—
Product(Z)-2-(2-Methyl-phenyl)-3-(1H-pyrrol-2-yl)acrylonitrileHCID 1156471830.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A thick walled tube was charged with 1H-pyrrole-2-carbaldehyde (2.0 g, 21.0 mmol), 2-methylphenylacetonitrile (2.5 g, 18.9 mmol, 0.9 equivalents), ethanol (75 ml), and 40% aqueous Triton B (4.0 ml, 3.3 mmol). The tube was sealed and heated to 90° C. for 4 days. Removal of the solvent, followed by chromatography on silica gel using dichloromethane/petroleum spirits (20:80) as eluant afforded a yellow solid (1.2 g). This is Compound 16 in Table 8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705038B2
Source datasetuspto-grants-2010_04
ORD IDord-f0f6894a5e0e45489252798d02e21b8b
Source noteuspto-grants-2010_04