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

HRID 1588558Notes

Reaction equation

HRID 1588558 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-902a59291b4c402f8b43a60933439fb5
Source dataset
uspto-grants-1993_06
Patent number
US05223508

Reaction notes

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