Bromine → HCID 118235372, compound

HRID 59939Notes

Reaction equation

HRID 59939 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([S:9]([CH3:12])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].CC([O-])=O.[K+].[Br:18]Br>CC(O)=O>[Br:18][C:5]1[CH:6]=[C:7]([S:9]([CH3:12])(=[O:11])=[O:10])[CH:8]=[C:2]([F:1])[C:3]=1[NH2:4]

Participants

5

Reactant 3

HCID 24408BromineHCID 517044Potassium AcetateHCID 27833852-Fluoro-4-(methylsulphonyl)aniline

Product 1

HCID 118235372HCID 118235372, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-fluoro-4-methylsulfonyl-aniline (22.76 mmol) and KOAc (22.7 mmol) in AcOH was stirred at room temperature. The mixture was cooled to 0° C. and Br2 (22.7 mmol) was added dropwise. The mixture was stirred for 30 min at 0° C. The mixture was concentrated and the residue was taken up in EtOAc. The organic mixture was washed (sat. NaHCO3, sat. Na2S2O3), dried (Na2SO4) and concentrated to yield the desired product.

Workup

  1. temperatureThe mixture was cooled to 0° C.
  2. stirringThe mixture was stirred for 30 min at 0° C
  3. concentrationThe mixture was concentrated
  4. washThe organic mixture was washed (sat. NaHCO3, sat. Na2S2O3)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-81cfec79e52b4362b6f58408b9c46861
Source dataset
uspto-grants-2016_09
Patent number
US09440929B2

Reaction notes

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