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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177268Generated: October 31, 2026

Methanol → Methyl 3,5-dichloro-1,2-thiazole-4-carboxylate

https://huagongshe.com/reaction/2177268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
ReactantDichloro-1,2-thiazole-4-carboxylic acidHCID 305707—
ProductMethyl 3,5-dichloro-1,2-thiazole-4-carboxylateHCID 90418733—

Reaction Steps

Into a 50-mL round-bottom flask, was placed dichloro-1,2-thiazole-4-carboxylic acid (400 mg, 2.02 mmol, 1.00 equiv), methanol (10 mL), sulfuric acid (2 mL). The resulting solution was heated to reflux overnight. The resulting mixture was concentrated under vacuum. The resulting solution was extracted with 3×20 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (5:100). This resulted in 350 mg (82%) of methyl 3,5-dichloro-1,2-thiazole-4-carboxylate as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067898B1
Source datasetuspto-grants-2015_06
ORD IDord-c5ac08a31d1a4c8099b94e21dec6e7b7
Source noteuspto-grants-2015_06