5-Amino-4-methyl-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione → 5,6-Diamino-4-methyl-2-(1-methyl-piperidin-4-yl)-isoindole-1,3-dione

HRID 2361146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2361146
[NH2:1][C:2]1[C:3]([CH3:23])=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[C:7](=[O:14])[N:6]([CH:15]1[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]1)[C:5]2=[O:22]>[Pd].CO>[NH2:1][C:2]1[C:3]([CH3:23])=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[C:7](=[O:14])[N:6]([CH:15]1[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]1)[C:5]2=[O:22]

Komponenten

4

Edukt 1

HCID 597618595-Amino-4-methyl-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione

Produkt 1

HCID 597617275,6-Diamino-4-methyl-2-(1-methyl-piperidin-4-yl)-isoindole-1,3-dioneAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 5-Amino-4-methyl-2-(1-methyl-piperidin-4-yl)-6-nitro-isoindole-1,3-dione (1.7 g, 5.34 mmol) and 10% Pd/C (250 mg) was added MeOH (100 mL) carefully and evacuated in vacuo. The flask was filled with hydrogen under balloon pressure and stirred for 1 h. The reaction mixture was filtered and evaporated in vacuo to afford the crude 5,6-diamino-4-methyl-2-(1-methyl-piperidin-4-yl)-isoindole-1,3-dione (1.5 g, quant.), which was used as such for further reaction.

Aufarbeitung

  1. customevacuated in vacuo
  2. additionThe flask was filled with hydrogen under balloon pressure
  3. filtrationThe reaction mixture was filtered
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3f2cd359e623452f8530a2e8364de732
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08686005B2

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