HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzenamine, 2-bromo-4-nitro- → 3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzenamine, 2-bromo-4-nitro- | HCID 25840 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methyl 2-isocyanatobenzoate | HCID 519494 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione | HCID 22064401 | 44,2% |
Reaktionsschritte
To a solution of methyl 2-isocyanatobenzoate (0.266 g, 1.5 mmol) and 2-bromo-4-nitroaniline (0.325 g, 1.5 mmol) in DMF (2 mL) was added DIEA (0.79 mL). The reaction mixture was stirred at room temp for 24 hr, with addition of DBU (0.22 mL) at 17 hr. The reaction mixture was extracted with EtOAc, washed with 1 N HCl and brine, dried and concentrated to give crude product, which was chromatographed on silica gel with 10% EtOAc/CH2Cl2 to give 3-(2-bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione (0.24 g, 44%). ES-MS (M+H)+=362, 364 (Br).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07358257B2 |
| Quelldatensatz | uspto-grants-2008_04 |
| ORD ID | ord-7f0c8ddcff604c01861b0534cf839e6c |
| Quellennotiz | uspto-grants-2008_04 |