Nitric Acid → 4-Acetamido-3-nitrobenzophenone

HRID 847751

Reaktionsgleichung

Reaktionsgleichung von HRID 847751
[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(OC(=O)C)(=O)C.[N+:26]([O-])([OH:28])=[O:27].NC(N)=O.C(C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(O)(=O)C>[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[CH:7][C:6]=1[N+:26]([O-:28])=[O:27])(=[O:3])[CH3:2]

Komponenten

7

Edukt 5

HCID 944Nitric AcidHCID 1176UreaHCID 3102BenzophenoneHCID 7918Acetic AnhydrideHCID 228532N-(4-benzoylphenyl)acetamide

Produkt 1

HCID 5969694-Acetamido-3-nitrobenzophenoneAusbeute 62,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Twenty-three grams (0.1 m.) of 4-acetamidobenzophenone, 50 ml. of acetic anhydride and 20 ml. of acetic acid were stirred together. A solution of 90 percent nitric acid (15 ml.), 10 ml. of acetic acid and 0.2 g. of urea was added dropwise to the benzophenone mixture. The reaction mixture was maintained at a temperature of about 50° C. during the nitration. The mixture was stirred at ambient temperature whereupon the mixture became very thick. The thick slurry was poured over ice and the insoluble product was filtered to yield 17.7 g. (62.5 percent yield) of 4-acetamido-3-nitrobenzophenone.

Aufarbeitung

  1. additionThe thick slurry was poured over ice
  2. filtrationthe insoluble product was filtered
  3. customto yield 17.7 g

Quellen und Nachweise

ORD-Eintrag
ord-987409a13a884046bbf0477789f8dadc
Quelldatensatz
uspto-grants-1981_10
Patentnummer
US04293558

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