HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 5-(3-Bromophenyl)-1H-1,2,4-triazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Edukt | Methyl 3-Bromobenzimidate Hydrochloride | HCID 14685566 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 5-(3-Bromophenyl)-1H-1,2,4-triazole | HCID 12461546 | — |
Reaktionsschritte
To a slurry of methyl 3-bromobenzenecarboximidoate hydrochloride (example IV-21 Step 1; 0.541 g; 2.18 mmol) in pyridine (3 mL) at 0° C. was added a solution of formic hydrazide (0.157 g; 2.62 mmol). The flask was stoppered and gradually warmed to room temperature (overnight) and poured into water (˜20 mL). Precipitated solid was collected by filtration and the filtrate was extracted with EtOAc (×3). Combined extracts were washed (water, brine), dried over Na2SO4, concentrated in vacuo. The residue obtained was combined with the above precipitate, and the whole was purified by flash chromatography (EtOAc/hexanes), affording the title compound as a colorless solid. LC/MS (method A) tR 2.49 min, m/z 224, 226 (M+H, Br isotopes).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822518B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-0b30f80687814be5988667dd12192e9b |
| Quellennotiz | uspto-grants-2014_09 |