N,N-Diethyl-1,3-propanediamine → 2-(3-Diethylamino-1-propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene

HRID 2054538

Reaktionsgleichung

Reaktionsgleichung von HRID 2054538
F[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:5]=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].[CH2:20]([N:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25][NH2:26])[CH3:21]>C1COCC1>[CH2:20]([N:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25][NH:26][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:5]=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18])[CH3:21]

Komponenten

4

Edukt 2

HCID 61011N,N-Diethyl-1,3-propanediamineHCID 220147332-Fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene

Produkt 1

HCID 220147292-(3-Diethylamino-1-propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene (2 mmol; preparation described in Example 5) in THF (5 mL) is treated with 3-diethylamino-1-propylamine (2.4 mmol at rt. After completion of the reaction, the reaction mixture is concentrated in vacuo. The residue is redissolved in EtOAc (10 mL), washed with saturated sodium bicarbonate solution, water, and brine. The organic phase is then dried over sodium sulfate and the solvent is removed in vacuo to afford the product, 2-(3-diethylamino-1-propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene (620 mg) which was used for further transformation without further purification.

Aufarbeitung

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture is concentrated in vacuo
  3. dissolutionThe residue is redissolved in EtOAc (10 mL)
  4. washwashed with saturated sodium bicarbonate solution, water, and brine
  5. dry with materialThe organic phase is then dried over sodium sulfate
  6. customthe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e4fb3958568247d5851fc65608aba971
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07329684B2

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