Ammonium Hydroxide → HCID 68538903, compound

HRID 1821582Notes

Reaction equation

HRID 1821582 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[C:5]([F:12])[CH:4]=1)#[N:2].C(N1C=CN=C1)([N:15]1C=CN=C1)=O.[OH-].[NH4+]>C(#N)C>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:15])=[O:8])=[C:5]([F:12])[CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 5906594-Cyano-2-fluorobenzoic acid

Product 1

HCID 68538903HCID 68538903, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-cyano-2-fluorobenzoic acid (500 mg, 3.0 mmol) in acetonitrile (20 ml) was added 1,1′-carbonyldiimidazole (736 mg, 4.5 mmol). The mixture was stirred at room temperature for 45 min, before addition of aqueous ammonium hydroxide solution (35%, 10 ml). The reaction mixture was stirred for 45 min and ice cold water (15 ml) was added. The precipitate was collected by filtration and dried in a vacuum oven at 60° C. for 18 h to give the title compound (292 mg).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customdried in a vacuum oven at 60° C. for 18 h

Sources & evidence

ORD record
ord-65f2e14d96cb4afaa79d151679dd3c12
Source dataset
uspto-grants-2009_10
Patent number
US07608604B2

Reaction notes

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