Hydroxylamine → n-Hydroxypyrimidine-5-carboximidamide

HRID 450657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 450657
[N:1]1[CH:6]=[C:5]([C:7]#[N:8])[CH:4]=[N:3][CH:2]=1.[NH2:9][OH:10]>CO>[OH:10][N:9]=[C:7]([C:5]1[CH:6]=[N:1][CH:2]=[N:3][CH:4]=1)[NH2:8]

Komponenten

4

Edukt 2

HCID 787HydroxylamineHCID 10197646Pyrimidine-5-carbonitrile

Produkt 1

HCID 34181140n-Hydroxypyrimidine-5-carboximidamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of the product of Example 79B (5.47 g, 52 mmol) and aqueous hydroxylamine (Aldrich, 50%, 2.3 mL, 78 mmol) in methanol (50 mL) was stirred at 65° C. for 1 hour and then concentrated under reduced pressure to remove the volatiles. The residue was triturated with EtOAc (30 mL). The precipitates were collected by filtration and dried to give the titled compound. 1H NMR (300 MHz, DMSO-d6) δ 6.14 (s, 2 H), 9.03 (s, 2 H), 9.18 (s, 1 H), 10.06 (s, 1 H) ppm; MS (DCI/NH3) m/z 139 (M+H)+, 156 (M+NH4)+.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. customto remove the volatiles
  3. customThe residue was triturated with EtOAc (30 mL)
  4. filtrationThe precipitates were collected by filtration
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8d52a1a81ffc4d33b9f90b9335ab3c5c
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486979B2

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