HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzoyl chloride → 2-Benzoylamino-4-methylthiazole-5-carboxylic Acid Benzylamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzoyl chloride | HCID 7412 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid | HCID 210824 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Benzoylamino-4-methylthiazole-5-carboxylic Acid Benzylamide | HCID 3278007 | 75% |
Reaktionsschritte
Benzoyl chloride (0.04 mL, 0.36 mmol) was added to a mixture of 2-amino-4-methylthiazole-5-carboxylic acid benzylamide (0.083 g, 0.033 mmol), 4-dimethylamino-pyridine (10 mg) and triethylamine (0.06 mL, 0.43 mmol) in tetrahydrofuran (10 mL) at 0° C. The reaction mixture was stirred at ambient temperature for 8 h, then concentrated. The residue was purified by column chromatography to afford the title compound in 75% yield (87 mg); 1H NMR (CDCl3, 300 MHz) δ 7.90-7.24 (m, 11H), 5.97 (s, br, 1H), 4.59 (d, J=5.8 Hz, 2H), 2.45 (s, 3H); MS (ES+) m/z 352.0 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541457B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-00ace1ad3c1049e097ce24439e3c84fb |
| Quellennotiz | uspto-grants-2013_09 |