Phenethylamine → N-cyano-N'-(2-phenylethyl)-3-furancarboximidamide

HRID 374192Notes

Reaction equation

HRID 374192 reaction equation
[C:1]([N:3]=[C:4]([C:7]1[CH:11]=[CH:10][O:9][CH:8]=1)OC)#[N:2].[C:12]1([CH2:18][CH2:19][NH2:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[C:1]([NH:3][C:4]([C:7]1[CH:11]=[CH:10][O:9][CH:8]=1)=[N:20][CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)#[N:2]

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 19734520Methyl N-cyano-3-furancarboximidate

Product 1

HCID 19754249N-cyano-N'-(2-phenylethyl)-3-furancarboximidamideYield 79.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-3-furancarboximidate (0.30 g, 2.0 mmol) was dissolved in methanol (10 ml), and 2-phenylethylamine (0.27 g, 2.2 mmol) 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 residue thus obtained was crystallized from diethyl ether to give the title compound (0.38 g, 1.59 mmol, yield: 79%) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-147fd364e36749d098461403363edd79
Source dataset
uspto-grants-1992_11
Patent number
US05166347

Reaction notes

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