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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365125Generated: November 2, 2026

4-(Dimethylamino)Benzaldehyde → HCID 70455102, compound

https://huagongshe.com/reaction/365125

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Dimethylamino)BenzaldehydeHCID 7479—
ReactantBenzyl BromideHCID 7498—
Reactant2-MethylpyridineHCID 7975—
ReactantPiperidineHCID 8082—
SolventMethanolHCID 887—
SolventIsopropanolHCID 3776—
ProductHCID 70455102HCID 7045510257.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Picoline (9.3 g, 0.1 mole) and benzyl bromide (17.1 g, 0.1 mole) were refluxed in isopropanol (50 ml) overnight. The solvent was evaporated giving an oil which was heated at 100° C. for six hours. The resulting crude oil (8.0 g, 0.03 mole) and 4-dimethylaminobenzaldehyde (4.6 g, 0.03 mole) were refluxed in methanol (50 ml) in the presence of piperidine (0.2 ml) under nitrogen for three hours. On cooling dark-coloured crystals were obtained which were collected to give 1-benzyl-2-[4-(dimethylamino)styryl]pyridinium bromide (6.8 g), melting point 250°-251° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04608379
Source datasetuspto-grants-1986_08
ORD IDord-b82745c0cfca440aaa240c10344dad7a
Source noteuspto-grants-1986_08