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

HRID 327129Notes

Reaction equation

HRID 327129 reaction equation
[C:1]([N:3]=[C:4]([C:7]1[CH:8]=[N:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][CH:11]=2)OC)#[N:2].[C:17]1([CH2:23][CH2:24][NH2:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO>[C:1]([NH:3][C:4]([C:7]1[CH:8]=[N:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:25][CH2:24][CH2:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)#[N:2]

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 10058988Methyl N-cyano-3-quinolinecarboximidate

Product 1

HCID 19734578N-cyano-N'-(2-phenylethyl)-3-quinolinecarboximidamideYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-3-quinolinecarboximidate (0.32 g, 1.5 mmol) was dissolved in methanol (3 ml), 2-phenylethylamine (0.20 g, 1.65 mmol) was added. The mixture was stirred at room temperature for 30 minutes 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 (0.41 g, 1.36 mmol, yield: 91%) as pale yellow 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-661085d5f084441392da0d0ef2776e78
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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