Phenethylamine → N-cyano-N'-(2-phenylethyl)-2-thiophenecarboximidamide

HRID 327135

Reaction equation

HRID 327135 reaction equation
[C:1]([N:3]=[C:4]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=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[S:8][CH:9]=[CH:10][CH:11]=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 102411472-Thiophenecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734476N-cyano-N'-(2-phenylethyl)-2-thiophenecarboximidamideYield 98.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-thiophenecarboximidate (0.33 g, 2.0 mmol) was dissolved in methanol (2 ml), and 2-phenylethylamine (0.27 g, 2.2 mmol) was added. The mixture was stirred at room temperature for 1 hour. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was crystallized from diethyl ether-hexane to give the title compound (0.50 g, 1.97 mmol, yield: 98%) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-8136a204aacb4d8c85cb2c9a19a44b8e
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Linked notes

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