Hydroxyamine hydrochloride → N'-Hydroxy-2-(8-bromonaphthalenyl)ethanimidamide

HRID 330511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330511
C[O-].[Na+].Cl.[NH2:5][OH:6].[Br:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[C:16]([CH2:18][C:19]#[N:20])=[CH:15][CH:14]=[CH:13]2>CO>[OH:6][N:5]=[C:19]([NH2:20])[CH2:18][C:16]1[C:17]2[C:12](=[CH:11][CH:10]=[CH:9][C:8]=2[Br:7])[CH:13]=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium MethoxideHCID 703577032-(8-Bromonaphthalen-1-yl)acetonitrile

Produkt 1

HCID 54554816N'-Hydroxy-2-(8-bromonaphthalenyl)ethanimidamideAusbeute 62,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A mixture of NaOMe (25 wt % in MeOH, 1.6 ml, 6.83 mmol), MeOH (3 mL), and hydroxylamine hydrochloride (0.47 g, 6.83 mmol) was heated for 30 minutes. 8-Bromo-2-naphthalenylacetonitrile (1.12 g, 4.55 mmol) and MeOH (5 mL) were added and heating was continued for 24 hours. The mixture was concentrated, and suspended in H2O (40 mL) and ether (2 mL). The off-white solid was collected by filtration and triturated with ether to give the title compound (790 mg, 62%), m.p. 123°-125° C.

Aufarbeitung

  1. temperaturewas heated for 30 minutes
  2. temperatureheating
  3. concentrationThe mixture was concentrated
  4. filtrationThe off-white solid was collected by filtration
  5. customtriturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-e24a25eaa52f48dfa8a5731afc8f16f9
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04897405

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