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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2397529Generated: October 29, 2026

p-Toluenesulfonic acid → (4-amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-phenylmethanone

https://huagongshe.com/reaction/2397529

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBenzoylacetoneHCID 7166—
Reactant2-Amino-2-phenylacetonitrileHCID 40838—
ReactantSodium ethoxideHCID 2723922—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
Product(4-amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-phenylmethanoneHCID 3042143—

Reaction Steps

2-Amino-2-phenyl-acetonitrile (0.04 mole) and benzoyl acetone (0.04 mole) are refluxed for four hours in 30 ml. of anhydrous benzene in the presence of 100 mg. of p-toluenesulfonic acid. After cooling the reaction mixture is filtered and the solvent is evaporated off to give an oily residue which is dissolved in an ethanol solution containing sodium ethoxide (0.041 mole) and the mixture is allowed to stand for 12 hours at the room temperature. The solid precipitate which forms is recovered by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04022766
Source datasetuspto-grants-1977_05
ORD IDord-708deb1f080b494f8f9119208f0d1642
Source noteuspto-grants-1977_05