HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Iodobenzoic acid → N-(1-cyclopentylpyrazol-5-yl) anthranilic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Iodobenzoic acid | HCID 6941 | — |
| Edukt | 1,2-Dimethoxyethane | HCID 8071 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-cyclopentyl-1H-pyrazol-5-amine | HCID 1079792 | — |
| Katalysator | Cupric acetate | HCID 8895 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | N-(1-cyclopentylpyrazol-5-yl) anthranilic acid | HCID 54038843 | 68,5% |
Reaktionsschritte
A mixture of 2-iodobenzoic acid (28 g, 0.113 mol), 5-amino-1-cyclopentylpyrazole (17 g, 0.113 mol), DME (100 ml), potassium carbonate (16 g, 0.113 mol) and Cu(OAc)2 (0.5 g) is refluxed overnight. The reaction mixture is poured into ice water, and acidified with acetic acid to a pH of 5. The gum which forms is extracted with CH2Cl2 and the CH2Cl2 layer is washed with water, dried over MgSO4, and evaporated to afford 21 g of N-(1-cyclopentyl pyrazol-5-yl) anthranilic acid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05942520 |
| Quelldatensatz | uspto-grants-1999_08 |
| ORD ID | ord-5e2f2f46e0224fa4aface44e342bd7da |
| Quellennotiz | uspto-grants-1999_08 |