Hydrochloric Acid → HCID 70076116, compound

HRID 343926Notes

Reaction equation

HRID 343926 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([F:11])[CH:4]=1)#[N:2].[C-]#N.[K+].[C:15](=[O:18])([O-])[O-].[NH4+:19].[NH4+:20].Cl.[CH2:22]([OH:24])C.O>O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[NH:20][C:22](=[O:24])[NH:19][C:15]2=[O:18])=[C:5]([F:11])[CH:4]=1)#[N:2]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 27831503-Fluoro-4-formylbenzonitrileHCID 19096565Water ethanol

Product 1

HCID 70076116HCID 70076116, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 4-cyano-2-fluorobenzaldehyde (1.94 g, 13 mmol), potassium cyanide (1.69 g, 26 mmol) and ammonium carbonate (4.99 g, 52 mmol) in ethanol-water ((1:1, 20 ml) was heated to 80° C. for 12 hours in a PTFE lined stainless steel sealed reaction vessel. The cooled mixture was diluted with water and cautiously acidified with concentrated hydrochloric acid (15 ml). Extraction with chloroform (2×30 ml) gave 5-(4-cyano-2-fluorophenyl)hydantoin as a yellow glass.

Workup

  1. customsealed
  2. customreaction vessel
  3. extractionExtraction with chloroform (2×30 ml)

Sources & evidence

ORD record
ord-50a8c801d94049e6a304ed9f58f16c08
Source dataset
uspto-grants-1999_01
Patent number
US05863947

Reaction notes

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