Potassium thiocyanate → HCID 86598653, compound

HRID 2108385Notes

Reaction equation

HRID 2108385 reaction equation
Cl.Cl.[CH3:3][C:4]1[CH:9]=[C:8]([C:10](=O)[CH2:11][NH2:12])[CH:7]=[CH:6][N:5]=1.[S-:14][C:15]#[N:16].[K+]>O>[CH3:3][C:4]1[CH:9]=[C:8]([C:10]2[NH:16][C:15](=[S:14])[NH:12][CH:11]=2)[CH:7]=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 67213350HCID 67213350, compound

Product 1

HCID 86598653HCID 86598653, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of crude 1-(2-methyl-pyridin-4-yl)-2-amino-ethanone dihydrochloride (8.50 g, 35.8 mmol) in water (60 ml) was added at room temperature potassium thiocyanate (16.4 g, 168 mmol) and the reaction mixture was heated under reflux conditions for 3 h and at 0° C. for 2 h. The precipitated solid was collected by filtration, saturated sodium bicarbonate solution (100 ml) was added and the mixture was stirred at room temperature for 2 h. The product was collected by filtration to give 4-(2-methyl-pyridin-4-yl)-1,3-dihydro-imidazole-2-thione (5.44 g, 79%) as a light brown solid; MS (ISP) 192.2 [(M+H)+].

Workup

  1. filtrationThe precipitated solid was collected by filtration, saturated sodium bicarbonate solution (100 ml)
  2. additionwas added
  3. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-19cd008a9abb4b369035af4ee4e327fd
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

Loading…