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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261829Generated: October 27, 2026

p-Toluidine → N-(p-phenylbenzylidene)-p-methylaniline

https://huagongshe.com/reaction/261829

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
Reactant(1,1'-Biphenyl)-4-carboxaldehydeHCID 76689—
SolventTolueneHCID 1140—
ProductN-(p-phenylbenzylidene)-p-methylanilineHCID 13017554—

Reaction Steps

p-toluidine (0.20 mole), 4-biphenylaldehyde (0.20 mole), and IRC-50 (weakly acidic) ion exchange resin (0.5 g.) are azeotropically refluxed in toluene (150 cc). The required amount of water is removed after about 3 hours. The solvent is removed on the rotary, and the residue is recrystallized with 95% ethanol to yield N-[(p-phenyl)benzylidene]-p-methylaniline. m.p. 137°-139° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04152452
Source datasetuspto-grants-1979_05
ORD IDord-a900ef8de75a40729911d326bbceac00
Source noteuspto-grants-1979_05