Sodium Carbonate → HCID 178478300, compound

HRID 2359087Notes

Reaction equation

HRID 2359087 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:7]2[CH:11]=[CH:10][NH:9][N:8]=2)[S:5][CH:6]=1.[I:12]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:7]2[C:11]([I:12])=[CH:10][NH:9][N:8]=2)[S:5][CH:6]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 120273N-IodosuccinimideHCID 178478298HCID 178478298, compound

Product 1

HCID 178478300HCID 178478300, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(4-chloro-2-thienyl)-1H-pyrazole (24.0 mmol) was dissolved in 50 mL N,N-dimethylformamide under argon atmosphere. N-Iodosuccinimide (25.1 mmol) was added in small portions. The reaction mixture was stirred at room temperature overnight. 5% aqueous sodium thiosulfate solution and saturated aqueous sodium carbonate solution were added and the mixture was stirred at room temperature for 1 h. The white precipitate was filtered, washed thoroughly with water and dried in vacuum to afford 6.80 g of 3-(4-chloro-2-thienyl)-4-iodo-1H-pyrazole (91% yield) that was used without further purification.

Workup

  1. stirringthe mixture was stirred at room temperature for 1 h
  2. filtrationThe white precipitate was filtered
  3. washwashed thoroughly with water
  4. customdried in vacuum

Sources & evidence

ORD record
ord-bc470e4c64264394b6980d6febc48285
Source dataset
uspto-grants-2014_04
Patent number
US08685974B2

Reaction notes

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