1-benzyl-3-nitro-1H-pyrazole → 1-benzyl-1H-pyrazol-3-amine

HRID 546021Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546021
[CH2:1]([N:8]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCCC1.NN.[Ni]>[CH2:1]([N:8]1[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 1

HCID 9736491-benzyl-3-nitro-1H-pyrazole

Produkt 1

HCID 15086161-benzyl-1H-pyrazol-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 8028TetrahydrofuranLösungsmittel2×HCID 9321HydrazineLösungsmittel

Versuchsvorschrift

To a solution containing 1-benzyl-3-nitro-1H-pyrazole (86 mg, 0.42 mmol) in tetrahydrofuran (2 mL), anhydrous hydrazine (100 μL) was added to the clear solution. Raney nickel (˜100 mg washed 3 times with 5 mL of anhydrous tetrahydrofuran) was then added in tetrahydrofuran (300 μL). Gas evolved from the mixture and the reaction was allowed to proceed for 5 min, after which time the raney nickel was removed by filtration through a celite plug. The solvent was removed in vacuo to afford 1-benzyl-1H-pyrazol-3-ylamine as a yellow oil, which was used in the following step with no further purification.

Aufarbeitung

  1. additionwas added to the clear solution
  2. customafter which time the raney nickel was removed by filtration through a celite plug
  3. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-247a4bc407534f37bbbd7bde30e7c7c2
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935699B2

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