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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38161Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/38161

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
PatentnummerUS08524721B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-0e308dd692ec489cadbfd927e7ec6717
Quellennotizuspto-grants-2013_09