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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1071746Erstellt: 26. Oktober 2026

Benzenamine, 2-bromo-4-nitro- → 3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione

https://huagongshe.com/reaction/1071746

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenamine, 2-bromo-4-nitro-HCID 25840—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktDiisopropylethylamineHCID 81531—
EduktMethyl 2-isocyanatobenzoateHCID 519494—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dioneHCID 2206440144,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06906063B2
Quelldatensatzuspto-grants-2005_06
ORD IDord-e9b92a9ff470427bb9eb9f9325b7460f
Quellennotizuspto-grants-2005_06