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1-Benzoyl-3-[1-(3-nitrobenzyl)piperid-4-yl]urea → 1-Benzoyl-3-[1-(3-aminobenzyl)piperid-4-yl]urea

HRID 248898
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 248898
[C:1]([NH:9][C:10]([NH:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-])=O)[CH:21]=2)[CH2:15][CH2:14]1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd]>[C:1]([NH:9][C:10]([NH:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([NH2:26])[CH:21]=2)[CH2:15][CH2:14]1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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Komponenten

4

Edukt 2

HCID 129423121-Benzoyl-3-[1-(3-nitrobenzyl)piperid-4-yl]ureaHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 129423061-Benzoyl-3-[1-(3-aminobenzyl)piperid-4-yl]ureaAusbeute 46,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

1-Benzoyl-3-[1-(3-nitrobenzyl)piperid-4-yl]urea 4.47 g (from Example 13) was hydrogenated with 5% Pd/C (0.5 g) at atmospheric pressure and room temperature until no more hydrogen was taken up. The catalyst was filtered and the filtrate evaporated. The residue was dissolved in water and basified with .880 ammonia. The precipitated solid was filtered, washed well with water, dried, treated with charcoal, and evaporated to give the title compound, (1.9 gms). This was recrystallised from ethanolic HCl to give the dihydrochloride salt, monohydrate, m.p. 194°-195° C.

Aufarbeitung

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated
  3. dissolutionThe residue was dissolved in water and basified with .880 ammonia
  4. filtrationThe precipitated solid was filtered
  5. washwashed well with water
  6. customdried
  7. additiontreated with charcoal
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-513c340cd95e4ca8aa24480df202bd7a
Quelldatensatz
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05212179

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