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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365120Generated: October 26, 2026

Diethyl Ether → 2-[4-(Dimethylamino)-styryl]-5-ethyl-1-propylpyridinium bromide

https://huagongshe.com/reaction/365120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-(Dimethylamino)BenzaldehydeHCID 7479—
ReactantPiperidineHCID 8082—
Reactant5-Ethyl-2-methyl-1-propylpyridinium bromideHCID 13389428—
SolventMethanolHCID 887—
Product2-[4-(Dimethylamino)-styryl]-5-ethyl-1-propylpyridinium bromideHCID 7045488862.2%

Reaction Steps

5-Ethyl-2-methyl-1-propylpyridinium bromide (8.1 g, 0.033 mole) and 4-dimethylaminobenzaldehyde (6.0 g, 0.04 mole) were refluxed in methanol (50 ml) in the presence of piperidine (1.5 ml) under nitrogen for four hours. Ether was added to the cool solution and, on scratching, a red solid crystallised which was collected and washed with a little isopropanol to give 2-[4-(dimethylamino)-styryl]-5-ethyl-1-propylpyridinium bromide (7.7 g). Melting point 236°-237° (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04608379
Source datasetuspto-grants-1986_08
ORD IDord-a194a605e7c94849a1f9d517a73e678e
Source noteuspto-grants-1986_08