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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 921604Erstellt: 27. Oktober 2026

Water → Benzonitrile, 3-bromo-4-hydroxy-5-nitro-

https://huagongshe.com/reaction/921604

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBromoxynilHCID 15531—
EduktBromineHCID 24408—
EduktSodium NitriteHCID 23668193—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
ProduktBenzonitrile, 3-bromo-4-hydroxy-5-nitro-HCID 301404884,2%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

(I1B): To a suspension of 3,5-dibromo-4-hydroxybenzonitrile (2.11 g, 7.62 mmol) in acetic acid (70 mL) was added sodium nitrite (2.63 g, 38.1 mmol) in small portion, evolving bubbles and bromine were observed. After addition, the mixture was stirred at 50° C. overnight. Reaction was cooled to room temperature; water (250 ml) was added and extracted with EtOAc for two times. The combined extracts were washed with water and brine, dried over MgSO4 filtered and the filtrate was concentrated to give yellow orange solid. The solid was treated with small amount of MeOH, collected by filtration, rinsed with MeOH, dried to afford 1.56 g of 3-bromo-4-hydroxy-5-nitrobenzonitrile as yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09273057B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-5e4a41f8365944babdc5abdc1a0e4049
Quellennotizuspto-grants-2016_03