Methane → 1,5-Diaminonaphthalene

HRID 2399094

Reaktionsgleichung

Reaktionsgleichung von HRID 2399094
[N+:1]([C:4]1[C:13]2[C:8](=[C:9]([N+:14]([O-])=O)[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1)([O-])=O.O.C.[H][H]>NC1C=CC=CC=1.[Pt]>[NH2:1][C:4]1[C:13]2[C:8](=[C:9]([NH2:14])[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1

Komponenten

7

Edukt 4

HCID 297MethaneHCID 962WaterHCID 118031,5-DinitronaphthaleneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 167201,5-Diaminonaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 6115AnilineLösungsmittel

Reaktionsbedingungen

Temperatur
18 °C

Versuchsvorschrift

60 g (0.275 mol) of 1,5-dinitro naphthalene were suspended, in a 700 ml stirrer autoclave, in 340 ml of aniline and treated with 18 g of water-moist, 1%-strength catalyst of platinum and activated charcoal corresponding to 8 g of dry catalyst. Hydrogenation was carried out at 50° C. and a hydrogen pressure of 10 bars, as was described in Example 1. The hydrogen uptake was finished after 2 hours. The catalyst was separated off by filtration at 80° C. and the aniline subsequently removed by water-vapour distillation. The distillation residue was cooled to 18° C. and the precipitated crystallate filtered off and dried. In this way 40 g (92% of the theory) of 1,5-diamino naphthalene of m.p. 188°-189° C. were obtained.

Aufarbeitung

  1. customwas carried out at 50° C.
  2. customThe catalyst was separated off by filtration at 80° C.
  3. customthe aniline subsequently removed by water-vapour distillation
  4. filtrationthe precipitated crystallate filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6f8e577bf58b4df1b0f9a6d6da3b45e1
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04026944

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