N-bromobutanimide → HCID 12150543, compound

HRID 2084721Notes

Reaction equation

HRID 2084721 reaction equation
[CH3:1][C:2]1[C:3]([C:23]([F:26])([F:25])[F:24])=[N:4][N:5]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:15][CH:14]=2)[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Br:27]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C1C=CC=CC=1>[Br:27][CH2:1][C:2]1[C:3]([C:23]([F:26])([F:24])[F:25])=[N:4][N:5]([C:13]2[CH:14]=[CH:15][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:17][CH:18]=2)[C:6]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 12082822HCID 12082822, compound

Product 1

HCID 12150543HCID 12150543, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 4-[4-methyl-5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide prepared in Example 201 (500 mg, 1.3 mmol) in carbon tetrachloride (9 mL) and benzene (4 mL) was added N-bromosuccinimide (285 mg, 1.6 mmol). The mixture was irradiated with a sunlamp for 3.5 hours. The reaction mixture was partitioned between dichloromethane and water and the organic solution was dried and concentrated to give the desired product, 412 mg (69%).

Workup

  1. customThe mixture was irradiated with a sunlamp for 3.5 hours
  2. customThe reaction mixture was partitioned between dichloromethane and water
  3. customthe organic solution was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b76a9301bb9544e780ad5b63bd283885
Source dataset
uspto-grants-2004_04
Patent number
US06716991B1

Reaction notes

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