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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 126947Generated: October 26, 2026

3-Hydroxypyridine → 3-Pyridyl 4-(hexadecylamino)benzoate

https://huagongshe.com/reaction/126947

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxypyridineHCID 7971—
Reactant4-(Hexadecylamino)benzoic acidHCID 47263—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
CatalystSodium hydrideHCID 24758—
SolventTetrahydrofuranHCID 8028—
Product3-Pyridyl 4-(hexadecylamino)benzoateHCID 23457762—

Reaction Steps

A 6 g. (16.6 m moles) sample of 4-(hexadecylamino)-benzoic acid and 2.7 g. (16.6 m moles) 1,1'-carbonyldiimidazole in 50 ml. dry tetrahydrofuran is stirred for 2 hours. Then, 1.58 g. (16.6 m moles) 3-hydroxypyridine and a trace of sodium hydride catalyst is added and the reaction is refluxed for 3 hours. The solution is cooled, filtered, and evaporated. The product is crystallized from isopropanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254138
Source datasetuspto-grants-1981_03
ORD IDord-e6f52b2215cc4e8487b9559907b6b9e9
Source noteuspto-grants-1981_03