Sodium Cyanide → HCID 19934656, compound

HRID 37147Notes

Reaction equation

HRID 37147 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:5]([O:16][CH3:17])[CH:4]=1.[C-:18]#[N:19].[Na+]>CN(C)C=O.[Cl-].[Na+].O>[C:18]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:5]([O:16][CH3:17])[CH:4]=1)#[N:19]

Participants

5

Reactant 2

HCID 8929Sodium CyanideHCID 19934631HCID 19934631, compound

Product 1

HCID 19934656HCID 19934656, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
30 °C

Procedure

Thus obtained 1-chloromethyl-3-methoxy-4-phenylthiobenzene was dissolved in 200 ml of N,N-dimethylformamide, and 7.34 g of finely ground sodium cyanide was added and stirred for 14 hours at 30° C. To the reaction mixture, 300 ml of saturated brine and 300 ml of ice water were added, and the mixture was extracted with ethyl acetate (300 ml×3). The extract was washed with saturated brine (200 ml×3), and dried with anhydrous sodium sulfate, and 1-cyanomethyl-3-methoxy-4-phenylthiobenzene was obtained.

Workup

  1. extractionthe mixture was extracted with ethyl acetate (300 ml×3)
  2. washThe extract was washed with saturated brine (200 ml×3)
  3. dry with materialdried with anhydrous sodium sulfate

Sources & evidence

ORD record
ord-0cbe6221f34a4809bbfbac17458307d1
Source dataset
uspto-grants-1995_05
Patent number
US05420128

Reaction notes

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