2-Methoxyphenethylamine → N-cyano-N'-[2-(2-methoxyphenyl)ethyl]-3-pyridinecarboximidamide

HRID 374159

Reaktionsgleichung

Reaktionsgleichung von HRID 374159
[C:1]([N:3]=[C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)OC(C)C)#[N:2].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][CH2:24][NH2:25]>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[N:25][CH2:24][CH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][CH3:15])#[N:2]

Komponenten

4

Edukt 2

HCID 748962-MethoxyphenethylamineHCID 100812013-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl ester

Produkt 1

HCID 19734545N-cyano-N'-[2-(2-methoxyphenyl)ethyl]-3-pyridinecarboximidamideAusbeute 69,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Isopropyl N-cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (10 ml), and 2-(2-methoxyphenyl)ethylamine (0.44 g, 2.9 mmol) was added. The mixture was stirred at room temperature for 6 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was subjected to chromatography on a silica gel column (WAKO GEL C-200, 30 g) eluting with chloroform-methanol (100:1). The eluted fractions were concentrated under reduced pressure, and the concentrated residue thus obtained was crystallized from chloroformhexane to give the title compound (0.50 g, 1.8 mmol, yield: 68%) as colorless crystals.

Aufarbeitung

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue thus obtained
  3. washeluting with chloroform-methanol (100:1)
  4. concentrationThe eluted fractions were concentrated under reduced pressure
  5. customthe concentrated residue thus obtained
  6. customwas crystallized from chloroformhexane

Quellen und Nachweise

ORD-Eintrag
ord-dce1fad2c9f64120bf625df7558076f0
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166347

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