2-Pyridineethanamine → HCID 19703941, compound

HRID 861613Notes

Reaction equation

HRID 861613 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, 50mmol) 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-a22f17a0948d4702837088361c71830f
Source dataset
uspto-grants-1998_02
Patent number
US05714503

Reaction notes

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