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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40656Erstellt: 23. Oktober 2026

N-bromobutanimide → 5-Bromo-6-chloropyrazin-2-amine

https://huagongshe.com/de/reaction/40656

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-bromobutanimideHCID 67184—
Edukt2-Amino-6-ChloropyrazineHCID 118458—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Bromo-6-chloropyrazin-2-amineHCID 1818020749,8%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

6-Chloropyrazin-2-amine (2.50 g, 19.3 mmol) was stirred in dichloromethane (60 mL) and cooled to 0° C. N-Bromosuccinimide (2.92 g, 16.4 mmol) was added slowly and the reaction mixture was stirred at 0° C. for 60 minutes. The reaction mixture was filtered through celite and concentrated to give a brown oil. Purification by flash chromatography, eluting with 0-25% ethyl acetate-hexane, gave the title compound as a yellow solid (1.69 g, 8.16 mmol, 42%). 1HMR (d6-DMSO, 400 MHz) δ 7.65 (s, 1H), 7.1 (br s, 2H). LC-MS (1) rt 1.46 min; m/z (ESI−) 205 (M−H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530468B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-66baf1be2be64c5fa2e70dbb03ee932f
Quellennotizuspto-grants-2013_09