HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 5-Cyanomethyl-2-methoxybenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 5-Cyanomethyl-N-(1,1-dimethylethyl)-2-methoxybenzenesulfonamide | HCID 13921454 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Cyanomethyl-2-methoxybenzenesulfonamide | HCID 13921455 | 20.8% |
Reaction Steps
A suspension of 3.0 g of the compound from Example 2 and 0.1 g p-toluenesulfonic acid in 100 ml of dry toluene was refluxed in a flask equipped with a Dean-Stark apparatus. After being refluxed overnight the solution was concentrated and allowed to cool. The precipitate was filtered off to give 0.5 g light brown solid. The mother liquor was chromatographed over silica gel with 20:73:2:5, ethyl acetate:methylene chloride:methanol:THF to give additional product, m.p. 173°-177° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04889550 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-158e58ab4f3f485cb5f717f14ae27173 |
| Source note | uspto-grants-1989_12 |