HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Chlorothio)formyl chloride → 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Chlorothio)formyl chloride | HCID 75990 | — |
| Reactant | HCID 19741766 | HCID 19741766 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one | HCID 59549524 | 71.7% |
Reaction Steps
In tetrahydrofuran (100 ml), 4-chloro-2-methoxybenzamide (5.67 g, 30.5 mmol) prepared in the Step 7-1-1 and chlorocarbonylsulfenyl chloride (4.40 g, 33.6 mmol) were suspended, and the mixture was heated under reflux for 1.5 hours. After being allowed to cool, the mixture was subjected to extraction with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=7:1) to give the title compound (5.33 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09200008B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-bbbecceb172e405d9d3af1c5778f1aaa |
| Source note | uspto-grants-2015_12 |