Benzene, 1-methoxy-3,5-dinitro- → 5-Methoxybenzene-1,3-diamine

HRID 839443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839443
[N+:1]([C:4]1[CH:5]=[C:6]([O:13][CH3:14])[CH:7]=[C:8]([N+:10]([O-])=O)[CH:9]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([O:13][CH3:14])[CH:7]=[C:8]([NH2:10])[CH:9]=1

Komponenten

4

Edukt 1

HCID 79231Benzene, 1-methoxy-3,5-dinitro-

Produkt 1

HCID 128973335-Methoxybenzene-1,3-diamineAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

3,5-Dinitroanisole (20 gm.) is suspended in methanol (250 ml.) and 5% palladium on charcoal (2.0 gm.) added. Reduction is carried out in a Parr apparatus for one hour. The solution is filtered with suction and the catalyst washed with a few cc of methanol. Removal of the methanol gives a clear brown glass which crystallized on standing. Extraction with boiling benzene (250 ml.) and treatment with Darco® gives white needles (8.7 gm., m.p. 79°-80°, 63% yield).

Aufarbeitung

  1. filtrationThe solution is filtered with suction
  2. washthe catalyst washed with a few cc of methanol
  3. customRemoval of the methanol
  4. customgives a clear brown glass which
  5. customcrystallized
  6. extractionExtraction with boiling benzene (250 ml.) and treatment with Darco®
  7. customgives white needles (8.7 gm., m.p. 79°-80°, 63% yield)

Quellen und Nachweise

ORD-Eintrag
ord-063dad6de01b4ac6b63b903a5df09134
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04095028

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