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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273685Generated: October 26, 2026

Water → 139393-89-8

https://huagongshe.com/reaction/273685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus pentachlorideHCID 24819—
Reactant5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 10241109—
SolventHexaneHCID 8058—
Product139393-89-8HCID 1010377861.2%

Reaction Steps

3-Cyano-5-ethyl-6-methyl-2-(1H)-pyridinone (22.9 g, 0.141 mol) and phosphorus pentachloride (33.1 g, 0.159 mol) were intimately mixed and heated at 110°-120° C. for one hour. The liquified solids were poured onto crushed ice and water and the semi-solid was extracted into chloroform. This extract was washed with water, saturated aqueous NaHCO3, dried (Na2SO4), filtered and evaporated. This amber oil was dissolved in hexane and the insoluble material was removed when filtered through a pad of charcoal. Removal of the solvent gave a light yellow oil which solidified (17.7 g). Trituration of this solid with cold hexane yielded 15.6 g (61%) of pure product, m.p. 63°-64° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387512
Source datasetuspto-grants-1995_02
ORD IDord-9860d2972c1749cdafeb7022841015a5
Source noteuspto-grants-1995_02