HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzene → But-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzene | HCID 241 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Fumaryl chloride | HCID 5325504 | — |
| Edukt | 1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione | HCID 9867338 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | But-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] Ester | HCID 69945086 | 60% |
Reaktionsschritte
To a solution of 1-Hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione, prepared as in example 1a, in 1:4 CH2Cl2:benzene, were added a large excess of fumaryl chloride and excess diisopropylethylamine. The reaction was stirred at room temperature for 20 min. Acetone and water were, added. The reaction mixture was diluted with CH2Cl2, washed with water, cold saturated NaHCO3, water and dried over Na2SO4. The resulting but-2-enedioic acid mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] ester was purified by flash chromatography (yield 60%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06559164B1 |
| Quelldatensatz | uspto-grants-2003_05 |
| ORD ID | ord-73a3beae291a44caba9931cc95d6bb7f |
| Quellennotiz | uspto-grants-2003_05 |