N-(4-Nitrobenzyl)cyclopropanesulfonamide → N-(4-Aminobenzyl)cyclopropanesulfonamide

HRID 576910

Reaktionsgleichung

Reaktionsgleichung von HRID 576910
[CH:1]1([S:4]([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([S:4]([NH:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 66910210N-(4-Nitrobenzyl)cyclopropanesulfonamide

Produkt 1

HCID 64552598N-(4-Aminobenzyl)cyclopropanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

N-Cyclopropylsulfonyl-4-nitrobenzylamine was dissolved in methanol (50 mL) and to the solution was added 10% Pd—C. The reaction mixture was placed under hydrogen atmosphere (˜40 psi) and shaken for 1 h. The catalyst was filtered off over celite and washed with methanol (1 L) and water (10 mL). The filtrate was evaporated to give N-cyclopropylsulfonyl-4-aminobenzylamine. 1H NMR (DMSO-d6): δ 0.87 (m, 4H), 2.37 (m, 1H), 3.96 (d, J=6.0 Hz, 2H), 4.99 (br, 2H), 6.49 (d, J=8.1 Hz, 2H), 6.96 (d, J=8.4 Hz, 2H), 7.33 (t, J=6.0 Hz, 1H).

Aufarbeitung

  1. filtrationThe catalyst was filtered off over celite
  2. washwashed with methanol (1 L) and water (10 mL)
  3. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f16ae27b9c644dbdb7207f9cdb78784f
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040543B2

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