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2-Nitro-3-{2-(2,4-di-t-amylphenoxy)butanamido}-4-chloro-6-benzamidophenol → 2-Amino-3-{2-(2,4-di-t-amylphenoxy)butanamido}-4-chloro-6-benzamidophenol

HRID 1904889
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1904889
[N+:1]([C:4]1[C:9]([NH:10][C:11](=[O:32])[CH:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH2:25][CH3:26])([CH3:24])[CH3:23])=[CH:18][C:17]=2[C:27]([CH2:30][CH3:31])([CH3:29])[CH3:28])[CH2:13][CH3:14])=[C:8]([Cl:33])[CH:7]=[C:6]([NH:34][C:35](=[O:42])[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:5]=1[OH:43])([O-])=O>O1CCCC1.C(O)C.[Pd]>[NH2:1][C:4]1[C:9]([NH:10][C:11](=[O:32])[CH:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH2:25][CH3:26])([CH3:23])[CH3:24])=[CH:18][C:17]=2[C:27]([CH2:30][CH3:31])([CH3:29])[CH3:28])[CH2:13][CH3:14])=[C:8]([Cl:33])[CH:7]=[C:6]([NH:34][C:35](=[O:42])[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:5]=1[OH:43]
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Komponenten

5

Edukt 1

HCID 200362042-Nitro-3-{2-(2,4-di-t-amylphenoxy)butanamido}-4-chloro-6-benzamidophenol

Produkt 1

HCID 200362022-Amino-3-{2-(2,4-di-t-amylphenoxy)butanamido}-4-chloro-6-benzamidophenol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8028Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

In 50 ml of tetrahydrofuran and 100 ml of ethanol was dissolved 21 g (13×10-3 mole) of 2-nitro-3-{2-(2,4-di-t-amylphenoxy)butanamido}-4-chloro-6-benzamidophenol and hydrogenation was effected by using 1.2 g of Pd-C as a catalyst. The color of the nitro derivative disappeared in 4 hours, and the Pd-C was removed by filtration and a solvent was evaporated therefrom under reduced pressure, followed by extraction of the residue with ethyl acetate. The ethyl acetate layer was washed with an aqueous sodium hydrogen carbonate solution and then with water, and after drying over magnesium sulfate, ethyl acetate was evaporated. Yield: 20 g.

Aufarbeitung

  1. customthe Pd-C was removed by filtration
  2. customa solvent was evaporated
  3. extractionunder reduced pressure, followed by extraction of the residue with ethyl acetate
  4. washThe ethyl acetate layer was washed with an aqueous sodium hydrogen carbonate solution
  5. dry with materialwith water, and after drying over magnesium sulfate, ethyl acetate
  6. customwas evaporated

Quellen und Nachweise

ORD-Eintrag
ord-dd4333fae6384d24b38f088df7df0e08
Quelldatensatz
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04840883

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