Potassium Cyanide → HCID 70077146, compound

HRID 343941Notes

Reaction equation

HRID 343941 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6](C=O)=[C:5]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[CH:4]=1)#[N:2].[C:16](=[O:19])([O-])[O-].[NH4+:20].[NH4+:21].[C-]#N.[K+].[CH2:25]([OH:27])[CH3:26].O>O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([N:20]2[CH2:26][C:25](=[O:27])[NH:21][C:16]2=[O:19])=[C:5]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[CH:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 19096565Water ethanolHCID 54376113HCID 54376113, compound

Product 1

HCID 70077146HCID 70077146, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

A stirred mixture of 4-cyano-2-(2-thienyl)benzaldehyde (0.50 g, 2.3 mmol), ammonium carbonate (0.90 g, 9.4 mmol) and potassium cyanide (0.30 g, 4.7 mmol) in ethanol-water (1:1, 10 ml) was heated to 85° C. for 16 hours in a sealed vessel. After cooling, the mixture was diluted with water and cautiously acidified to precipitate a brown lumpy solid on standing. The product was filtered and triturated with dichloromethane (10 ml) to give 4-cyano-2-(2-thienyl)phenyl hydantoin as a brown solid, m.p. 189° C.

Workup

  1. temperatureAfter cooling
  2. customto precipitate a brown lumpy solid
  3. filtrationThe product was filtered
  4. customtriturated with dichloromethane (10 ml)

Sources & evidence

ORD record
ord-098f0a415c1d401ebdaaad9e3e6fb0e9
Source dataset
uspto-grants-1999_01
Patent number
US05863947

Reaction notes

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