N-Iodosuccinimide → HCID 178440449, compound

HRID 33235Notes

Reaction equation

HRID 33235 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][N:8]=[C:9]([CH2:11][CH2:12][CH3:13])[CH:10]=1)=[O:5])[CH3:2].[I:14]N1C(=O)CCC1=O>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[NH:7][N:8]=[C:9]([CH2:11][CH2:12][CH3:13])[C:10]=1[I:14])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 178439317HCID 178439317, compound

Product 1

HCID 178440449HCID 178440449, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 g (5.5 mmol) of 5-propyl-2H-pyrazole-3-carboxylic acid ethyl ester was dissolved in 15 ml of dichloromethane and 1.23 g (5.5 mmol) of N-iodosuccinimide was added. The resulting solution was stirred at room temperature for 16 h. The solution was washed with aqueous sodium thiosulfate solution. The organic phase was dried with sodium sulfate and filtered. The resulting solution was passed through a short silica gel column, washing with dichloromethane. The solvent was removed under reduced pressure.

Workup

  1. washThe solution was washed with aqueous sodium thiosulfate solution
  2. dry with materialThe organic phase was dried with sodium sulfate
  3. filtrationfiltered
  4. washwashing with dichloromethane
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9ef9012e8e0d4a0a94caf068673aa99f
Source dataset
uspto-grants-2008_09
Patent number
US07429581B2

Reaction notes

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