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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508171Generated: October 29, 2026

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

https://huagongshe.com/reaction/508171

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 numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-6b7e7f26f04c47f5abd74893c73ab4d4
Source noteuspto-grants-2015_08