Sodium Iodide → HCID 71699855, compound

HRID 455293Notes

Reaction equation

HRID 455293 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][S:6]([NH:9][CH3:10])(=[O:8])=[O:7].[I-].[Na+].[N-:13]=[N+:14]=[N-:15].[Na+]>CN(C=O)C>[N:13]([CH2:2][CH2:3][CH2:4][CH2:5][S:6]([NH:9][CH3:10])(=[O:8])=[O:7])=[N+:14]=[N-:15]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 33557Sodium AzideHCID 103751644-chloro-N-methylbutane-1-sulfonamide

Product 1

HCID 71699855HCID 71699855, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 4-chloro-N-methylbutane-1-sulfonamide (Example 5; 180 mmol), and sodium iodide (198 mmol) in DMF (180 ml) was stirred for 10 min at room temperature. Sodium azide (397 mmol) was added and the reaction mixture was stirred overnight at 60° C. The mixture was filtered off The organic phase was extracted with AcOEt/water. The crude mixture was concentrated and was used without further purification in the next step.

Workup

  1. filtrationThe mixture was filtered off The organic phase
  2. extractionwas extracted with AcOEt/water
  3. concentrationThe crude mixture was concentrated
  4. customwas used without further purification in the next step

Sources & evidence

ORD record
ord-eef268d98bd746fba84d38bbd2f42d63
Source dataset
uspto-grants-2013_07
Patent number
US08497270B2

Reaction notes

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