HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulphonyl cyanide → 3-(3-Chlorobenzyl)-5-[(4-methylphenyl)sulphonyl]-1,2,4-thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulphonyl cyanide | HCID 87946 | — |
| Reactant | 5-(3-Chlorobenzyl)-1,3,4-oxathiazol-2-one | HCID 67079857 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 3-(3-Chlorobenzyl)-5-[(4-methylphenyl)sulphonyl]-1,2,4-thiadiazole | HCID 67080806 | 58.4% |
Reaction Steps
13.00 g (52.6 mmol) of 5-(3-chlorobenzyl)-1,3,4-oxathiazol-2-one and 10.50 g (55.2 mmol) of tosyl cyanide are stirred in 15 ml of 1,2-dichlorobenzene at 160° C. for 1 h. Subsequently, the reaction mixture is cooled and purified by column chromatography. 11.2 g of product are obtained (93.3% purity, 54.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383139B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-b7969cd2bf484f39afe89a79ac3652aa |
| Source note | uspto-grants-2013_02 |