Triethylamine → N-cyano-N'-(4-nitrobenzyl)-3-pyridinecarboximidamide

HRID 1588527

Reaktionsgleichung

Reaktionsgleichung von HRID 1588527
[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].Cl.[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1)([O-:18])=[O:17].C(N(CC)CC)C>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[N:24][CH2:23][C:22]1[CH:21]=[CH:20][C:19]([N+:16]([O-:18])=[O:17])=[CH:26][CH:25]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 100812013-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl esterHCID 112524674-Nitrobenzylamine hydrochloride

Produkt 1

HCID 19734495N-cyano-N'-(4-nitrobenzyl)-3-pyridinecarboximidamideAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

Isopropyl N-cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (5 ml), and a solution of p-nitrobenzylamine hydrochloride (0.55 g, 2.9 mmol) and triethylamine (0.32 g, 3.2 mmol) in methanol (5 ml) was added. The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the concentrated residue thus obtained was crystallized from methanol-diethyl ether to give the title compound (0.70 g, 2.5 mmol, yield: 95%) as colorless powder.

Aufarbeitung

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe concentrated residue thus obtained
  3. customwas crystallized from methanol-diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8e1e420641f441b3b3dc06d06a95c1ec
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05223508

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