HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulphonyl cyanide → HCID 66899663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulphonyl cyanide | HCID 87946 | — |
| Reactant | 5-(4-Methoxy-benzyl)-[1,3,4]oxathiazol-2-one | HCID 66900170 | — |
| Solvent | Mesitylene | HCID 7947 | — |
| Product | HCID 66899663 | HCID 66899663 | 86% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a suspension of 5-(4-methoxy-benzyl)-[1,3,4]oxathiazol-2-one (335 mg, 1.50 mmol) in mesitylene (3 mL) was added 4-toluenesulfonylcyanide (572 mg, 3.00 mmol) and the resulting mixture heated to 150° C. for 135 min. The resulting brown solution was cooled and purified by flash chromatography (silica gel, 0% to 33% ethyl acetate/hexanes) which afforded 3-(4-methoxy-benzyl)-5-(toluene-4-sulfonyl)-[1,2,4]thiadiazole (462 mg, 86%) as a dark yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741327B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-8849d89a86104cefad7c6dec994f2ea9 |
| Source note | uspto-grants-2010_06 |