Ammonia → 4-amino-1-benzyl-3-nitro-1H-pyridin-2-one

HRID 1376210Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1376210
[CH2:1]([N:8]1[CH:13]=[CH:12][C:11](Cl)=[C:10]([N+:15]([O-:17])=[O:16])[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:19]>C1COCC1>[NH2:19][C:11]1[CH:12]=[CH:13][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9](=[O:18])[C:10]=1[N+:15]([O-:17])=[O:16]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 249444631-Benzyl-4-chloro-3-nitropyridin-2(1H)-one

Produkt 1

HCID 219476414-amino-1-benzyl-3-nitro-1H-pyridin-2-oneAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1-benzyl-4-chloro-3-nitro-1H-pyridin-2-one (1.30 g, 4.91 mmol) and 28% aqueous ammonia (4.92 g, 39.3 mmol) in THF (30 mL) was stirred at room temp for 17 h. The solvent was evaporated under reduced pressure and water was added to the residue. The resulting precipitate was collected by filtration, and washed with water to give 4-amino-1-benzyl-3-nitro-1H-pyridin-2-one (1.10 g, 91% yield). 1H-NMR (DMSO): δ 8.13 (m, 2H), 7.69 (d, 1H, J=8.0 Hz), 7.31 (m, 5H), 5.94 (d, 1H, J=8.0 Hz), 4.96 (s, 2H). MS: calculated for C12H11N3O3+H 246.1; found: 246.2.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure and water
  2. additionwas added to the residue
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-144df5b152584093a5ff6bfe76dd43d4
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169926B1

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