2-Pyridineethanamine → HCID 19703941, compound

HRID 233718Notes

Reaction equation

HRID 233718 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2].[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1CCN>C(#N)C>[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:11][CH2:12][NH:8][C:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2]

Participants

4

Reactant 2

HCID 759192-PyridineethanamineHCID 802641,1'-Thiocarbonyldiimidazole

Product 1

HCID 19703941HCID 19703941, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,1'-thiocarbonyldiimidazole (9.9 g, 50 mmol) and 2-(2-pyridyl)ethylamine (6.43 g, 50 mmol) in acetonitrile (120 mL) was stirred at room temperature for 24 h. The solution was concentrated under reduced pressure and the resulting brown oil was triturated with ethyl ether. The remaining oil was placed under vacuum to provide 10.7 g of crude titled product as a black solid:

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customthe resulting brown oil was triturated with ethyl ether

Sources & evidence

ORD record
ord-70fbdee4f55c4637997be644175a8b8f
Source dataset
uspto-grants-1997_01
Patent number
US05593993

Reaction notes

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