HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → 5-[1-[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylmethylene]-3-(dimethylamino)-2-thioxo-4-thiazolidinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Edukt | 3',5'-Bis(tert-butyl)-4'-hydroxyacetophenone | HCID 616296 | — |
| Edukt | 4(5H)-Thiazolone, 3-(dimethylamino)dihydro-2-thioxo- | HCID 4341978 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | 5-[1-[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylmethylene]-3-(dimethylamino)-2-thioxo-4-thiazolidinone | HCID 57113872 | — |
Reaktionsschritte
To 675 ml of toluene were added 20.9 g of 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethanone, 13.3 g of N-dimethylaminorhodanine 6.5 g of ammonium acetate and about 20 ml of acetic acid. The mixture was heated at reflux temperature and any aqueous layer generated was collected in a Dean-Stark trap. Over the following 52 hours an additional 39 g of ammonium acetate and about 100 ml of acetic acid were added in increments and a total of 89.2 ml of aqueous phase was drawn off. Following workup by conventional techniques, 17.1 g of the desired subtitled intermediate was recovered.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731336 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-c1a0b94f8eae41118a0fa90768e7a49a |
| Quellennotiz | uspto-grants-1998_03 |