Sodium Cyanide → HCID 11779467, compound

HRID 2116456Notes

Reaction equation

HRID 2116456 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:17]=[C:16](S(C)(=O)=O)[N:15]=[C:14]3[C:10]=2[N:11]=[CH:12][N:13]3[CH2:22][CH3:23])=[CH:4][CH:3]=1.[C-:24]#[N:25].[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:17]=[C:16]([C:24]#[N:25])[N:15]=[C:14]3[C:10]=2[N:11]=[CH:12][N:13]3[CH2:22][CH3:23])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 69215558HCID 69215558, compound

Product 1

HCID 11779467HCID 11779467, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of the product from step (iv) (0.13 g) and sodium cyanide (0.054 g) in dimethylsulphoxide (3 ml) was stirred at room temperature for 72 h then partitioned between ethyl acetate and water. The organic layer was washed with water, dried (MgSO4), evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 2:1 ethyl acetate in isohexane. Yield 0.035 g

Workup

  1. customthen partitioned between ethyl acetate and water
  2. washThe organic layer was washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customthe residue purified by chromatography on silica eluting with 2:1 ethyl acetate in isohexane

Sources & evidence

ORD record
ord-c96c9ca8b8f14ee8989561aa361066f5
Source dataset
uspto-grants-2008_10
Patent number
US07439240B2

Reaction notes

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