Methylamine → 5-(2-Methylaminoethoxy)benzofurazan hydrobromide

HRID 1195680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195680
[Br:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9]([CH:13]=1)=[N:10][O:11][N:12]=2.[CH3:14][NH2:15]>C(O)C>[BrH:1].[CH3:14][NH:15][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9]([CH:13]=1)=[N:10][O:11][N:12]=2

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 190453515-(2-Bromoethoxy)benzofurazan

Produkt 1

HCID 679164435-(2-Methylaminoethoxy)benzofurazan hydrobromideAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-(2-bromoethoxy)benzofurazan (0.84 g, 3.4 mmol) in ethanol (45 ml), contained within a Fisher-Porter pressure vessel cooled with ice/acetone was added methylamine (45 ml). The vessel was sealed, the bath removed and the solution was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the residue flushed with ethanol. Recrystallization from ethyl acetate-hexane gave 5-(2-methylaminoethoxy)benzofurazan hydrobromide (0.75 g, 81%); 1H NMR (DMSO) δ2.68 (s, 3H), 3.45 (t, 2H), 4.43 (t, 2H), 7.34 (m, 2H), 8.04 (d, 1H, J=9.6 Hz), 8.76 (bs, 2H).

Aufarbeitung

  1. customThe vessel was sealed
  2. customthe bath removed
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue flushed with ethanol
  5. customRecrystallization from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-7fb04d32d9d24b9cbaf05485b35f3a9d
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112824

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