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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662940Erstellt: 24. Oktober 2026

Nitric Acid → Ethanone, 1-(5-amino-2-nitrophenyl)-

https://huagongshe.com/de/reaction/1662940

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitric AcidHCID 944—
EduktAcetanilide, 3'-acetyl-2,2,2-trifluoro-HCID 673706—
LösungsmittelSulfuric AcidHCID 1118—
ProduktEthanone, 1-(5-amino-2-nitrophenyl)-HCID 6420386—

Reaktionsschritte

The starting material, about 10 mmol of 3-acetyl-trifluoroacetylaminobenzene was gradually added to about 20 ml of concentrated H2SO4 at about −20° C., and then stirred for about 30 minutes. Then, nitric acid was added for about 10 minutes. The solution was stirred for about 2 hours. After the reaction was completed, the solution was poured into ice water. An organic layer was extracted twice from the ice water with about 50 mL ethyl acetate, and was washed with sodium hydrogen carbonate solution. And then the organic layer was dried with sodium sulfate anhydride, and distilled under reduced pressure to remove ethyl acetoacetate. Concentrated NH4OH was added, and the solution was stirred at about 50° C. for about 1 hour. Then, the solution was evaporated using a rotary. Extraction was performed with EtOAc and water. Then, 3-acetyl-4-nitro-aminobenzene was obtained in a form of about 54% brown solid using silica gel column chromatography (Hexane/EtOAc=3/1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08034747B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-80720b4f73db4bda915b8df5ae2a7c76
Quellennotizuspto-grants-2011_10