hydroxylamine-O-sulfonic acid → 1,3-Benzenedicarbonitrile, 4-fluoro-

HRID 1821583Notes

Reaction equation

HRID 1821583 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]=O)=[CH:6][C:3]=1[C:4]#[N:5].[NH2:12]OS(O)(=O)=O>O>[F:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]#[N:12])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 76284hydroxylamine-O-sulfonic acidHCID 27695822-Fluoro-5-formylbenzonitrile

Product 1

HCID 2029211,3-Benzenedicarbonitrile, 4-fluoro-Yield 86.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-fluoro-5-formylbenzonitrile (5.1 g, 33.9 mmol) in water (75 ml) was added hydroxylamine-O-sulphonic acid (4.6 g, 40.7 mmol) and the reaction mixture was heated at 50° C. for 5 h. The mixture was filtered and the solid material was washed with water and dried in vacuo for 18 h to give the title compound (4.3 g)

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid material was washed with water
  3. customdried in vacuo for 18 h

Sources & evidence

ORD record
ord-cef91c3e4cb54f378394874c12c3c473
Source dataset
uspto-grants-2009_10
Patent number
US07608604B2

Reaction notes

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