N-Acetyl-4-aminobiphenyl → Acetamide, N-(3-nitro(1,1'-biphenyl)-4-yl)-

HRID 742367

Reaktionsgleichung

Reaktionsgleichung von HRID 742367
[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[N+:17]([O-])([O-:19])=[O:18].[K+]>C(O)(=O)C.S(=O)(=O)(O)O>[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][C:6]=1[N+:17]([O-:19])=[O:18])[C:2]([CH3:4])=[O:3]

Komponenten

5

Edukt 2

HCID 19998N-Acetyl-4-aminobiphenylHCID 24434Potassium Nitrate

Produkt 1

HCID 79364Acetamide, N-(3-nitro(1,1'-biphenyl)-4-yl)-Ausbeute 42,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

4-Acetaminobiphenyl (17 g, 80.57 mmol)in glacial acetic acid (600 ml) was added a solution of potassium nitrate (18 g, 178 mmol) in conc. sulphuric acid (75 ml) at such a rate that the temperature was kept below 30° C. Following the addition the mixture was stirred at ambient temperature for 72 hours. The reaction mixture was poured into ice-water (1200 ml). The product was filtered off, washed thoroughly with water and dried. Recrystallization from EtOH (99%, 150 ml) afforded 4-acetamino-3-nitrobiphenyl (8.7 g).

Aufarbeitung

  1. customwas kept below 30° C
  2. additionthe addition the mixture
  3. filtrationThe product was filtered off
  4. washwashed thoroughly with water
  5. customdried
  6. customRecrystallization from EtOH (99%, 150 ml)

Quellen und Nachweise

ORD-Eintrag
ord-decad50747bd47d5a9f84058d6b1036f
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05554632

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