Sodium Cyanide → HCID 12071532, compound

HRID 1841435Notes

Reaction equation

HRID 1841435 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]=[N+:10]([O-])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C-:18]#[N:19].[Na+]>P([O-])(O)(O)=O.[K+].CO.O.C(Cl)Cl>[C:11]1([N:10]=[C:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=2[Cl:1])[C:18]#[N:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

7

Reactant 2

HCID 8929Sodium CyanideHCID 71363014(2,3-Dichlorophenyl)-N-phenylmethanimine N-oxide

Product 1

HCID 12071532HCID 12071532, compound

Reagents, catalysts & solvents 4

HCID 887MethanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolventHCID 516951Monobasic potassium phosphateSolvent

Conditions

Temperature
0 °C

Procedure

635 mMol of N-(2,3-dichlorophenylmethylene)anilin-N-oxide (IX) are dissolved in a 5.61 mixture (1:1) of an aqueous 0.5 molar solution of potassium dihydrogenphosphate and methanol adjusted to pH5. To this are added 65 g (1.3 Mol) of sodium cyanide in 200 ml water at approximately 50° C. During the reaction the pH balance is held constant between 8.0 and 8.5. After the reaction is complete (DC control), the reaction mixture is neutralized and cooled to 0° C. The separated yellow-brown crystals are then dissolved in methylene dichloride. The organic phase is washed in water, dried and evaporated under vacuum. The residue is recrystallized from a small amount of methanol.

Workup

  1. customDuring the reaction the pH balance
  2. washThe organic phase is washed in water
  3. customdried
  4. customevaporated under vacuum
  5. customThe residue is recrystallized from a small amount of methanol

Sources & evidence

ORD record
ord-02a1b3591a7340ee9eb718fc8e94e344
Source dataset
uspto-grants-2004_01
Patent number
US06683182B2

Reaction notes

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