Nitric Acid → 4-Acetamido-3-nitrobenzophenone

HRID 26377

Reaktionsgleichung

Reaktionsgleichung von HRID 26377
[C:1](OC(=O)C)(=O)C.[N+:8]([O-:11])(O)=[O:9].[NH2:12][C:13](N)=[O:14].[C:16]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)(=O)C>[C:13]([NH:12][C:20]1[CH:21]=[CH:22][C:17]([C:16]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:23])=[CH:18][C:19]=1[N+:8]([O-:11])=[O:9])(=[O:14])[CH3:1]

Komponenten

6

Edukt 4

HCID 944Nitric AcidHCID 1176UreaHCID 3102BenzophenoneHCID 7918Acetic Anhydride

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-acetamidonbenzophenone, 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-20ce1551141f46029f3fc8dbcb037de1
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04150028

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