HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Benzimidazolecarboxylic acid → 6-(1H-Benzo[d]imidazol-6-yl)-3-(3,4,5-trimethoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-Benzimidazolecarboxylic acid | HCID 459456 | — |
| Edukt | HCID 178488244 | HCID 178488244 | — |
| Lösungsmittel | Phosphorus oxychloride | HCID 24813 | — |
| Produkt | 6-(1H-Benzo[d]imidazol-6-yl)-3-(3,4,5-trimethoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole | HCID 24954872 | 17,5% |
Reaktionsschritte
A mixture of 4-amino-3-mercapto-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole (80 mg, 0.28 mmol) and 3H-benzo[d]imidazole-5-carboxylic acid (46 mg, 0.28 mmol) in phosphoryl chloride (2 mL) was refluxed for 3 h. The solvent was evaporated and the residue was dissolved in dichloromethane (20 mL). It was neutralized with aqueous sodium carbonate. The organic layer was dried over sodium sulfate, concentrated to give 20 mg (17%) of the title compound as a solid. 1H NMR (CD3OD): 8.55 (s, 1H), 8.35 (s, 1H), 8.01-7.85 (m, 2H), 7.72 (s, 1H), 3.99 (s, 6H), 3.87 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732468B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-33ed9116bcc6491594f2303dbec72685 |
| Quellennotiz | uspto-grants-2010_06 |