HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 8-alpha-Chloroethylcaffeine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 8-(1-Hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1h-purine-2,6-dione | HCID 235288 | — |
| Product | 8-alpha-Chloroethylcaffeine | HCID 68138365 | — |
Reaction Steps
10 g of 8-α-hydroxyethylcaffeine (Arch. der Pharmazie, 289, 453, 1956) are added and under shaking with 100 ml of thionyl chloride. After 6 hours of reflux, the excess of reagent is evaporated to dryness under reduced pressure and the solid residue washed with petroleum ether. Nearly pure 8-α-chloroethylcaffeine is obtained with a quantitative yield, melting at 190° C from anhydrous benzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03975389 |
| Source dataset | uspto-grants-1976_08 |
| ORD ID | ord-0c26de3d77094437ac04c49e2678556c |
| Source note | uspto-grants-1976_08 |