HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3,5-dichloro-1,2-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Dichloro-1,2-thiazole-4-carboxylic acid | HCID 305707 | — |
| Product | Methyl 3,5-dichloro-1,2-thiazole-4-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067898B1 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c5ac08a31d1a4c8099b94e21dec6e7b7 |
| Source note | uspto-grants-2015_06 |