HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3-Propanedithiol → 5-(1,3-Dithian-2-yl)-1-methylimidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,3-Propanedithiol | HCID 8013 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | 1-methyl-1H-imidazole-5-carbaldehyde | HCID 573592 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 5-(1,3-Dithian-2-yl)-1-methylimidazole | HCID 19801340 | 64% |
Reaktionsschritte
8.3 g (75.4 mmol) of 5-formyl-1-methylimidazole are dissolved in 120 ml of toluene, and 17.1 g (89.9 mmol) of 4-toluenesulfonic acid monohydrate are added. After addition of 8.12 g (75.0 mmol) of 1,3-propanedithiol, the suspension obtained in this way is boiled under reflux with a water trap. It is subsequently washed with 4N sodium hydroxide solution, and the organic phase is dried over sodium sulfate and concentrated in vacuo until crystallization starts. After storage in a refrigerator overnight, 9.6 g (47.9 mmol, 64%) of 5-(1,3-dithian-2-yl)-1-methylimidazole are obtained as a white solid of melting point 111.5°-112.5° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05180837 |
| Quelldatensatz | uspto-grants-1993_01 |
| ORD ID | ord-e6e671e837e54dbb89a37fde0fd9f684 |
| Quellennotiz | uspto-grants-1993_01 |