Carbon Disulfide → HCID 178527819, compound

HRID 847765Notes

Reaction equation

HRID 847765 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[OH-].[K+].[C:11](=S)=[S:12]>O>[SH:12][C:11]1[NH:8][C:7]2[C:2]([N:1]=1)=[N:3][CH:4]=[CH:5][CH:6]=2

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 99562,3-DiaminopyridineHCID 14797Potassium Hydroxide

Product 1

HCID 178527819HCID 178527819, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 25.25 g (0.23 m) of 2,3-diaminopyridine in water is added an aqueous solution of 31.9 g (0.57 m) KOH, followed by 35 g (0.46 m) carbon disulfide. The mixture is heated to reflux for 5 hours, after which the hot mixture is filtered and the filtrate cooled. The cold solution is acidified with acetic acid and the solid is collected, washed with water and air-dried. The crude material is recrystallized in ethanol (3500 ml) with carbon. The recrystallized material weighs 19 g (55% yield).

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 5 hours
  3. filtrationafter which the hot mixture is filtered
  4. temperaturethe filtrate cooled
  5. customthe solid is collected
  6. washwashed with water
  7. customair-dried
  8. customThe crude material is recrystallized in ethanol (3500 ml) with carbon

Sources & evidence

ORD record
ord-395cc27c37a746ac9169616be78553f9
Source dataset
uspto-grants-1981_10
Patent number
US04293696

Reaction notes

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