Potassium Cyanide → HCID 70077820, compound

HRID 343937Notes

Reaction equation

HRID 343937 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:4]=1)#[N:2].[C-]#N.[K+].[C:19](=[O:22])([O-])[O-].[NH4+:23].[NH4+:24].[CH2:25]([OH:27])C.O>>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[NH:24][C:25](=[O:27])[NH:23][C:19]2=[O:22])=[C:5]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:4]=1)#[N:2]

Participants

5

Reactant 4

HCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 19096565Water ethanolHCID 53949728HCID 53949728, compound

Product 1

HCID 70077820HCID 70077820, compound

Conditions

Temperature
75 °C

Procedure

A stirred mixture of 4-cyano-2-(1-pyrrolidinyl)benzaldehyde (0.50 g, 2.5 mmol), potassium cyanide (0.32 g, 5 mmol) and ammonium carbonate (0.96 g, 10 mmol) in 1:1 ethanol-water (10 ml) was heated to 75° C. for 2 hours in a sealed vessel. After dilution with water (20 ml), a solid precipitated on standing. The solid was filtered, washed with water, and then triturated with chloroform to give 5-(4-cyano-2-(1-pyrrolidinyl)phenyl)hydantoin as a yellow solid, m.p. 154° C.

Workup

  1. customAfter dilution with water (20 ml), a solid precipitated
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customtriturated with chloroform

Sources & evidence

ORD record
ord-ccc804bfae98400c95cb2f94ca640565
Source dataset
uspto-grants-1999_01
Patent number
US05863947

Reaction notes

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