HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Aminobenzamide → 3-[2-(4-Iodo-phenoxy)acetyl-amino]-benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Aminobenzamide | HCID 1645 | — |
| Edukt | 4-Iodophenoxyacetic acid | HCID 74658 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-[2-(4-Iodo-phenoxy)acetyl-amino]-benzamide | HCID 24811209 | 88,4% |
Reaktionsschritte
To (4-iodo-phenoxy)acetic acid (83.5 mg, 0.3 mmol), 3-amino-benzamide (61.3 mg, 0.45 mmol), N-(3-dimethylaminopropyl)-N′-ethyl carbodiimide HCl (EDC) (86.3 mg, 0.45 mmol) and 1-hydroxybenzotriazole (HOBt) (61.3 mg, 0.45 mmol) in DMF (3 ml) was added N,N-diisopropylethylamine, redistilled (DIPEA) (0.08 ml, 0.45 mmol). The mire was stirred overnight, and then partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by silica gel flash column chromatography (CH2CH2:MeOH=6:1) to give 3-[2-(4-iodo-phenoxy)acetyl-amino]-benzamide as a white solid (105.1 mg, 88.4% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08394799B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-22e1170d8cfd4a6c8825cfbc2ed79f3b |
| Quellennotiz | uspto-grants-2013_03 |