Acetamide, N-(2-iodo-4-nitrophenyl)- → HCID 12335772, Verbindung

HRID 259493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259493
I[C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6]>CN(C=O)C>[C:5]([NH:4][C:3]1[CH:8]=[CH:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:2]=1[C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6])(=[O:7])[CH3:6]

Komponenten

3

Edukt 1

HCID 4400707Acetamide, N-(2-iodo-4-nitrophenyl)-

Produkt 1

HCID 12335772HCID 12335772, VerbindungAusbeute 116,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 2'-iodo-4'-nitroacetanilide (II) (50.02 g, 0.164 mole), copper-bronze (87.9 g) and N,N'-dimethylformamide (350 ml) was stirred and heated at 150° C. under nitrogen for 1 hour and filtered. The filter cake was washed with tetrahydrofuran, and the combined filtrate and washings were concentrated under vacuum to 100 ml and poured, with stirring, into 1200 ml of concentrated ammonium hydroxide. The resultant precipitate was filtered, washed with water, and dried at 100° C. and 1 mm Hg to yield 34.1 g (58 %) of 2,2'-bis-(acetamido)-5,5'-dinitrobiphenyl. An analytical sample, m.p. 263°- 265° C., was obtained by recrystallization from ethanol.

Aufarbeitung

  1. filtrationfiltered
  2. washThe filter cake was washed with tetrahydrofuran
  3. concentrationthe combined filtrate and washings were concentrated under vacuum to 100 ml
  4. additionpoured
  5. stirringwith stirring, into 1200 ml of concentrated ammonium hydroxide
  6. filtrationThe resultant precipitate was filtered
  7. washwashed with water
  8. customdried at 100° C.

Quellen und Nachweise

ORD-Eintrag
ord-ed28c9f05fce4175a7317fba8800442b
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038320

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