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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508162Generated: October 25, 2026

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

https://huagongshe.com/reaction/508162

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 numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-867345793a3c4a99be0f169b1582f752
Source noteuspto-grants-2015_08