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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092242Generated: October 25, 2026

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

https://huagongshe.com/reaction/2092242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxideHCID 3243952—
SolventChloroformHCID 6212—
Product4-(Chloromethyl)-2-(4-chlorophenyl)-5-methyl-1,3-oxazoleHCID 3613658—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.00 g (4.47 mmol) of the compound from Example 31A are initially charged in 15 ml of chloroform, and 1.5 ml (16.10 mmol) of phosphoryl chloride are added carefully. With stirring, the reaction mixture is heated at reflux for 30 min. The mixture is then cooled to 0° C. and made weakly basic by addition of ammonia. The mixture is extracted three times with in each case 20 ml of ethyl acetate. The combined organic phases are washed twice with in each case 5 ml of water and then dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The residue is used without further purification in the subsequent steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440700B2
Source datasetuspto-grants-2013_05
ORD IDord-7ca0568187df40849803db9f8eea639d
Source noteuspto-grants-2013_05