Sodium Cyanide → HCID 69212273, compound

HRID 2116452Notes

Reaction equation

HRID 2116452 reaction equation
[C-:1]#[N:2].[Na+].[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH:19]=[N:18][C:17]2[C:12]1=[N:13][C:14](S(CCC)(=O)=O)=[N:15][C:16]=2[N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>CS(C)=O>[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH:19]=[N:18][C:17]2[C:12]1=[N:13][C:14]([C:1]#[N:2])=[N:15][C:16]=2[N:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 69214308HCID 69214308, compound

Product 1

HCID 69212273HCID 69212273, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
60 °C

Procedure

Sodium cyanide (0.086 g) was added to a solution of the product from step (v) (0.74 g) in dimethylsulphoxide (10 ml) and heated at 60° C. for 36 h. The mixture was partitioned between ethyl acetate and brine, the organics washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 16% ethyl acetate in toluene. Yield 0.152 g

Workup

  1. customThe mixture was partitioned between ethyl acetate and brine
  2. washthe organics washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customThe residue was purified by chromatography on silica eluting with 16% ethyl acetate in toluene

Sources & evidence

ORD record
ord-dffdfea5a36346ea9c257061ed4c4986
Source dataset
uspto-grants-2008_10
Patent number
US07439240B2

Reaction notes

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