2-Nitrobenzene-1,3-dicarboxamide → 2-Aminobenzene-1,3-dicarboxamide

HRID 59951

Reaktionsgleichung

Reaktionsgleichung von HRID 59951
[N+:1]([C:4]1[C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7])([O-])=O>CN(C=O)C.[Pd]>[NH2:1][C:4]1[C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7]

Komponenten

4

Edukt 1

HCID 141474892-Nitrobenzene-1,3-dicarboxamide

Produkt 1

HCID 102413842-Aminobenzene-1,3-dicarboxamideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2-nitro-isophthalamide (6 g, 0.028 mol) and Pd/C (0.6 g) in DMF (100 mL) was hydrogenated at RT under hydrogen bladder pressure for 16 h. The reaction mixture was filtered through celite bed, washed with DMF and filtrate was evaporated under vacuum to afford the title compound as a brown solid (yield 78%). LC-MS [178 (M−H)], 1H NMR (400 MHz, DMSO-d6): δ 7.97 (s, 2H), 7.84 (brs, 2H), 7.65 (d, J=7.76 Hz, 2H), 7.22 (brs, 2H), 6.49 (t, J=7.76 Hz, 1H).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite bed
  2. washwashed with DMF and filtrate
  3. customwas evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4b4189981cfc4f6d8129804551993580
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440968B2

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