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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092251Generated: November 2, 2026

Thionyl Chloride → Methyl 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole-5-carboxylate

https://huagongshe.com/reaction/2092251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 2-(4-chlorophenyl)-4-(hydroxymethyl)-1,3-oxazole-5-carboxylateHCID 58284345—
ProductMethyl 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole-5-carboxylateHCID 58284430—

Reaction Steps

100 mg (0.43 mmol) of the compound from Example 44A, together with 0.24 ml (3.24 mmol) of thionyl chloride, are stirred at RT for 8 h. The excess thionyl chloride is removed under reduced pressure and the residue is taken up in about 5 ml of ethyl acetate. The mixture is washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed under reduced pressure. The product obtained is used without further purification in the subsequent reactions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440700B2
Source datasetuspto-grants-2013_05
ORD IDord-bf9810fea9d74a9f97196b7a6c79b225
Source noteuspto-grants-2013_05