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HRID 38161作成日:2026年10月26日

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

https://huagongshe.com/reaction/38161

反応式

関与物質

役割名称HCID仕込み量
反応物Benzenamine, 2-bromo-4-nitro-HCID 25840—
反応物1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
反応物DiisopropylethylamineHCID 81531—
反応物Methyl 2-isocyanatobenzoateHCID 519494—
溶媒DimethylformamideHCID 6228—
生成物3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dioneHCID 2206440144.2%

反応手順

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).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08524721B2
出典データセットuspto-grants-2013_09
ORD IDord-0e308dd692ec489cadbfd927e7ec6717
出典メモuspto-grants-2013_09