HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 4-(Methoxymethyl)-1,3-thiazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | 4-Chloromethylthiazol-2-ylamine | HCID 73229 | — |
| Edukt | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Produkt | 4-(Methoxymethyl)-1,3-thiazol-2-amine | HCID 23092527 | 21% |
Reaktionsschritte
Sodium hexamethyldisilazide (10M in THF, 0.67 mL, 0.67 mmol) was added to a solution of 4-(chloromethyl)-1,3-thiazol-2-amine (J. Indian Chem. Soc. 1960, 37, 241; 100 mg, 0.67 mmol) in methanol (5 mL) followed by stirring under argon at ambient temperature for 72 h. The solvent was then removed under reduced pressure and the residue was taken up in saturated aqueous sodium hydrogencarbonate (20 mL) and ethyl acetate (50 mL). The organic layer was separated then dried (MgSO4); filtered and evaporated. Purification by column chromatography, eluting with 80% to 100% ethyl acetate in hexanes, afforded the title compound as a colourless oil (20 mg, 21%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745475B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-7dd8a60206c64f17a3ef8992c5a54d1b |
| Quellennotiz | uspto-grants-2010_06 |