2-Aminopyridine → 1-[(2-Pyridyl)thiocarbamoyl]imidazole

HRID 861609Notes

Reaction equation

HRID 861609 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2].N[C:14]1[CH:19]=CC=CN=1>C(#N)C>[N:10]1[CH:11]=[CH:12][CH:19]=[CH:14][C:9]=1[NH:8][C:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[S:2]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 802641,1'-Thiocarbonyldiimidazole

Product 1

HCID 197041381-[(2-Pyridyl)thiocarbamoyl]imidazoleYield 133.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,1'-thiocarbonyldiimidazole (9.9 g, 50 mmol) and 2-aminopyridine (4.75 g, 50 mmol) in acetonitrile (50 mL) was stirred at room temperature for 72 h. The resulting solution was evaporated to a black oil and triturated with hexane. The remaining oily residue was placed under vacuum to provide 13.6 g of crude titled product as a black solid:

Workup

  1. customThe resulting solution was evaporated to a black oil
  2. customtriturated with hexane

Sources & evidence

ORD record
ord-f77799d54c6a4b718c44e9f555ce40c3
Source dataset
uspto-grants-1998_02
Patent number
US05714503

Reaction notes

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