Water → HCID 53778394, compound

HRID 441864Notes

Reaction equation

HRID 441864 reaction equation
[Cl:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[C:3]=1[CH2:14]Cl.[C-:16]#[N:17].[Na+].O.Cl[CH:21]=[C:22](Cl)Cl>CS(C)=O.C(#N)C.C1C=CC=CC=1>[Cl:1][C:2]1[N:6]([C:22]2[CH:21]=[CH:7][CH:4]=[CH:3][CH:2]=2)[N:5]=[C:4]([C:7]2[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[C:3]=1[CH2:14][C:16]#[N:17]

Participants

8

Reactant 4

HCID 962WaterHCID 6575TrichloroethyleneHCID 8929Sodium CyanideHCID 21418355HCID 21418355, compound

Product 1

HCID 53778394HCID 53778394, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 679Dimethyl SulfoxideSolventHCID 6342AcetonitrileSolvent

Procedure

35 g of 5-chloro-4-chloromethyl-3-p-chlorophenyl-pyrazole are added while stirring and slight cooling at 25° to a mixture of 6.15 g of sodium cyanide in 150 ml of dimethylsulfoxide. Stirring is carried out for 2 to 5 hours at this temperature until the reaction is determinated. The solution is mixed with 200 ml of water and 200 ml of trichloroethylene or benzene. The layers are separated. Washing is carried out with the organic solvent. Drying is carried out with sodium sulfate and the organic phase is purified with Tonsil. By reducing in bulk in vacuo 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetonitrile is obtained with a yield equal to 99 % of the theoretical amount; F 129.5°-130.5° (from acetonitrile).

Workup

  1. stirringStirring
  2. customThe layers are separated
  3. washWashing
  4. customDrying
  5. customthe organic phase is purified with Tonsil
  6. customis obtained with a yield equal to 99 % of the theoretical amount

Sources & evidence

ORD record
ord-2d70f7bd55d64b76aacb1694ecf02d13
Source dataset
uspto-grants-1977_08
Patent number
US04042702

Reaction notes

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