Sodium Iodide → HCID 71699857, compound

HRID 455295Notes

Reaction equation

HRID 455295 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][S:6]([NH:9][CH3:10])(=[O:8])=[O:7].[I-].[Na+].[C-:13]#[N:14].[Na+]>CN(C=O)C>[C:13]([CH2:2][CH2:3][CH2:4][CH2:5][S:6]([NH:9][CH3:10])(=[O:8])=[O:7])#[N:14]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 103751644-chloro-N-methylbutane-1-sulfonamide

Product 1

HCID 71699857HCID 71699857, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 4-chloro-N-methylbutane-1-sulfonamide (Example 5; 86.7 mmol), and sodium iodide (95.4 mmol) in DMF (175 ml) was stirred for 10 min at room temperature. Sodium cyanide (191 mmol) was added and the mixture was stirred overnight at 60° C. The mixture was filtered off and the filtrate was extracted with AcOEt/water. The crude product was concentrated and was used without further purification in the next step (Examples 10 and 20).

Workup

  1. filtrationThe mixture was filtered off
  2. extractionthe filtrate was extracted with AcOEt/water
  3. concentrationThe crude product was concentrated
  4. customwas used without further purification in the next step (Examples 10 and 20)

Sources & evidence

ORD record
ord-99d6bf23ddb54976be121c9d2c8291d3
Source dataset
uspto-grants-2013_07
Patent number
US08497270B2

Reaction notes

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