Carbon Disulfide → HCID 178527819, compound

HRID 587492Notes

Reaction equation

HRID 587492 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[C:2]=1[NH2:8].[C:9](=S)=[S:10]>CCO>[NH:7]1[C:3]2[C:2](=[N:1][CH:6]=[CH:5][CH:4]=2)[N:8]=[C:9]1[SH:10]

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 99562,3-Diaminopyridine

Product 1

HCID 178527819HCID 178527819, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of pyridine-2,3-diamine (5 g) in EtOH (150 mL) was added carbon disulfide (23 mL) at room temperature. The mixture was stirred at 40° C. under Ar for 10 h. The mixture was cooled to room temperature. The resulting white solid was filtered and washed with ether to give 1H-imidazo[4,5-b]pyridine-2-thiol (5.61 g).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe resulting white solid was filtered
  3. washwashed with ether

Sources & evidence

ORD record
ord-9c4c3de5056e45dcadd8b7b0a40f3cac
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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