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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916262Generated: October 25, 2026

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

https://huagongshe.com/reaction/1916262

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 13A were initially charged in 15 ml of chloroform, and 1.5 ml (16.10 mmol) of phosphorus oxychloride were added carefully. With stirring, the reaction mixture was heated under reflux for 30 min. The reaction was then cooled to 0° C. and made slightly basic by addition of 25% strength aqueous ammonia solution. The mixture was extracted three times with in each case 20 ml of ethyl acetate. The combined organic phases were washed twice with in each case 5 ml of water and then dried over magnesium sulfate. The solvent was removed on a rotary evaporator. Without further purification, the residue was used for the subsequent steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618119B2
Source datasetuspto-grants-2013_12
ORD IDord-962d86d60f4146a5b2ed0edd8944f1dd
Source noteuspto-grants-2013_12