HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Naphthalen-1-ylthiocarbamic acid O-(4-hydroxymethyl-5-oxo-2,3,4,5-tetrahydrobenzo[b]thiepin-4-ylmethyl)ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Naphthyl Isothiocyanate | HCID 11080 | — |
| Edukt | 4,4-bis(hydroxymethyl)-3,4-dihydro-2H-benzo[b]thiepin-5-one | HCID 67073365 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Naphthalen-1-ylthiocarbamic acid O-(4-hydroxymethyl-5-oxo-2,3,4,5-tetrahydrobenzo[b]thiepin-4-ylmethyl)ester | HCID 86633680 | — |
Reaktionsschritte
To a solution of 4,4-bis(hydroxymethyl)-3,4-dihydro-2H-benzo[b]thiepin-5-one (476 mg, 2.0 mmol) in 15 ml of tetrahydrofuran were added, at room temperature, triethylamine (0.31 ml, 2.2 mmol) and 1-naphthyl isothiocyanate (407 mg, 2.2 mmol). The mixture was heated to reflux for 24 hours, concentrated and purified by column chromatography on silica gel (eluent: 1:19 tert-butyl methyl ether/dichloromethane). The product was obtained in a yield of 87 mg (9%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07858613B2 |
| Quelldatensatz | uspto-grants-2010_12 |
| ORD ID | ord-d48719be533e47c4833b8ea70fcf3461 |
| Quellennotiz | uspto-grants-2010_12 |