Morpholine, 4-(2,4-dinitrophenylbenzoyl)- → N-(2,4-diaminobenzoyl)morpholine

HRID 1087171

Reaktionsgleichung

Reaktionsgleichung von HRID 1087171
[N+:1]([C:4]1[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[CH:14][C:5]=1[C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7])([O-])=O.[H][H]>[Pd].CO>[NH2:1][C:4]1[CH:17]=[C:16]([NH2:18])[CH:15]=[CH:14][C:5]=1[C:6]([N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1)=[O:7]

Komponenten

5

Edukt 2

HCID 544864Morpholine, 4-(2,4-dinitrophenylbenzoyl)-HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 19817762N-(2,4-diaminobenzoyl)morpholineAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A two liter autoclave was charged with 130.6 g of N-(2,4-dinitrobenzoyl)-morpholine, 1200 ml methanol and 6.2 g of a 5% palladium on carbon/50% water catalyst. The mixture was hydrogenated at 800 psi while maintaining the temperature between 60°-100° C. Hydrogen uptake ceased after 30 min. The mixture was cooled, filtered and methanol removed at reduced pressure. The residue was crystallized from toluene to yield 97.1 g of N-(2,4-diaminobenzoyl)morpholine, mp 114°-115° C.

Aufarbeitung

  1. temperaturewhile maintaining the temperature between 60°-100° C
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. custommethanol removed at reduced pressure
  5. customThe residue was crystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-86868e1422e74231b2555dfe6d0422b7
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034426

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