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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242168Generated: October 26, 2026

Ammonia → 4-(Chloromethyl)-2-(4-chlorophenyl)-5-ethyl-1,3-oxazole

https://huagongshe.com/reaction/242168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-(4-Chlorophenyl)-5-ethyl-4-methyl-1,3-oxazole 3-oxideHCID 58284303—
SolventChloroformHCID 6212—
Product4-(Chloromethyl)-2-(4-chlorophenyl)-5-ethyl-1,3-oxazoleHCID 58284373—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.00 g (4.21 mmol) of the compound from example 36A is dissolved in 15 ml of chloroform, and 1.4 ml (15.15 mmol) of phosphoryl chloride is added carefully. The mixture is heated at reflux and stirred at this temperature for 30 min. The mixture is then cooled to 0° C. and made weakly basic using aqueous ammonia. The reaction mixture is extracted three times with in each case 20 ml of ethyl acetate. The combined organic phases are washed once with 10 ml of water and then dried over magnesium sulphate. The solvent is removed on a rotary evaporator, and the residue is dried under reduced pressure in a drying cabinet. Without further purification, the product obtained in this manner is used for the subsequent reactions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653109B2
Source datasetuspto-grants-2014_02
ORD IDord-81a89afe76e346f2ac1200d3bfb8922e
Source noteuspto-grants-2014_02