Water → HCID 53778394, compound

HRID 1283208Notes

Reaction equation

HRID 1283208 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-75e2f65f55964c6aa00390496219019e
Source dataset
uspto-grants-1976_08
Patent number
US03974176

Reaction notes

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