Sodium Iodide → HCID 85970574, compound

HRID 531408Notes

Reaction equation

HRID 531408 reaction equation
[Br:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[As:12](O)(=[O:14])[OH:13])=[O:4].[Na+].[I-]>Br.CO>[Br:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[As:12]([OH:14])[OH:13])=[O:4]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 85970572HCID 85970572, compound

Product 1

HCID 85970574HCID 85970574, compoundYield 23.6%

Reagents, catalysts & solvents 1

HCID 21555752HCID 21555752, compoundSolvent

Conditions

Temperature
0 °C

Procedure

2-(2-Bromoacetylamino)benzenearsonic acid (6 g, 17.8 mmol) was dissolved in HBr/MeOH (1:1). NaI (80 mg) was added and the reaction was purged with N2 and cooled to 0° C. SO2 was bubbled through at ca. 4 bubbles/second and after 15 min a white precipitate started to form. SO2 was bubbled through for a further 2.5 h as the reaction was warmed to room temperature. The reaction was purged with N2 for 10 min, and the solid was collected by filtration washing with H2O (×3), ether (×2) to give 1.35 g of 2-(2-bromoacetylamino)benzenearsonous acid. A further 0.25 g was obtained from the initial filtrate. Total yield (1.60 g, 28%).

Workup

  1. customthe reaction was purged with N2
  2. customSO2 was bubbled through at ca. 4 bubbles/second
  3. customto form
  4. customSO2 was bubbled through for a further 2.5 h as the reaction
  5. temperaturewas warmed to room temperature
  6. customThe reaction was purged with N2 for 10 min
  7. filtrationthe solid was collected by filtration
  8. washwashing with H2O (×3), ether (×2)

Sources & evidence

ORD record
ord-1ab2405d1dc94dec8a84538965b10bd2
Source dataset
uspto-grants-2016_05
Patent number
US09353152B2

Reaction notes

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