HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Toluenesulfonyl chloride → N,N-bis(2-(p-toluenesulfonyloxy)ethyl)-p-toluenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Diethanolamine | HCID 8113 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N,N-bis(2-(p-toluenesulfonyloxy)ethyl)-p-toluenesulfonamide | HCID 267409 | 85% |
Reaction Steps
A solution of 32.5 g (0.31 mole) of diethanolamine in 60 cm3 of pyridine are added slowly to a solution of 185 g (0.97 mole) of tosyl chloride in 220 cm3 of pyridine at 0° C. so that the temperature does not exceed 5° C. After the addition is complete, the mixture is maintained at this temperature for 1 h, then it is poured into 220 cm3 of ice-cold water with vigorous stirring. After filtration, washing and drying 148.4 g of precipitate are obtained (yield 85%; Rf=0.6 silica/CH2Cl2 /acetone/98/2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05049667 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-5beef8f61e2749169ab4d1b52e210bd8 |
| Source note | uspto-grants-1991_09 |