Sulfuric Acid → 2-Chloro-6-fluorobenzamide

HRID 508725Notes

Reaction equation

HRID 508725 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[C:4]#[N:5].S(=O)(=O)(O)[OH:12]>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[C:4]([NH2:5])=[O:12]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 695872-Chloro-6-fluorobenzonitrile

Product 1

HCID 985642-Chloro-6-fluorobenzamide

Procedure

A solution of 2-chloro-6-fluorobenzonitrile (8.0 g, 51.61 mmol) in conc. sulphuric acid (50 mL) was heated at 60-70° C. for 6-7 h. The reaction mass was quenched in water and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 5.5 g of desired product.

Workup

  1. customThe reaction mass was quenched in water
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-90a5ad7602f44967a9c0810810b17a30
Source dataset
uspto-grants-2015_08
Patent number
US09096545B2

Reaction notes

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