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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873586Generated: October 26, 2026

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

https://huagongshe.com/reaction/1873586

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 45A 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 slightly 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 in the next steps without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304412B2
Source datasetuspto-grants-2012_11
ORD IDord-5c056f97ffea4c78a613a38e2a9a3887
Source noteuspto-grants-2012_11