Sodium Cyanide → HCID 23464477, compound

HRID 444167Notes

Reaction equation

HRID 444167 reaction equation
Br[CH2:2][C:3]1[CH:18]=[CH:17][C:6]2[C:7](=[O:16])[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[S:11][C:5]=2[CH:4]=1.[C-:19]#[N:20].[Na+]>CN(C)C=O>[C:19]([CH2:2][C:3]1[CH:18]=[CH:17][C:6]2[C:7](=[O:16])[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[S:11][C:5]=2[CH:4]=1)#[N:20]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 23464491HCID 23464491, compound

Product 1

HCID 23464477HCID 23464477, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolve 6.4 gm. of the bromide of Step B in 75 cc. of dimethylformamide and add 2.95 gm. of sodium cyanide. Stir the mixture at room temperature for 1.5 hours. Dilute with 600 cc. of water and extract three times with ether. Wash the combined organics with water, dry and strip to a solid residue. Triturate in hexane and recover the solid by filtration.

Workup

  1. dissolutionDissolve 6.4 gm
  2. additionDilute with 600 cc
  3. extractionof water and extract three times with ether
  4. washWash the combined organics with water
  5. customdry
  6. customTriturate in hexane
  7. customrecover the solid
  8. filtrationby filtration

Sources & evidence

ORD record
ord-ef01500807144ce8b99c663e8e7dd45b
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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