2,4-Dichlorobenzonitrile → HCID 21560497, compound

HRID 1580915Notes

Reaction equation

HRID 1580915 reaction equation
Cl[C:2]1[CH:9]=[C:8](Cl)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[C:11]1([O-:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Na+]>CS(C)=O>[O:17]([C:2]1[CH:9]=[C:8]([O:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 810502,4-DichlorobenzonitrileHCID 4445035Phenolate Sodium

Product 1

HCID 21560497HCID 21560497, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2,4-Dichlorobenzonitrile (12.04 g, 0.07 mole) was treated with 17.8 g sodium phenolate (0.155 mole) in 100 ml DMSO at 100°-110°C during 48 hours under nitrogen and stirring. Then, the DMSO was evaporated and the residue was dissolved in ether. The ether solution was then washed with water. After evaporation of the ether, the product was recrystallized from MeOH. Yield 11.5 g; mp 85°-86°C.

Workup

  1. customThen, the DMSO was evaporated
  2. dissolutionthe residue was dissolved in ether
  3. washThe ether solution was then washed with water
  4. customAfter evaporation of the ether
  5. customthe product was recrystallized from MeOH

Sources & evidence

ORD record
ord-cf83d2a07b484c589180522943521004
Source dataset
uspto-grants-1976_01
Patent number
US03935167

Reaction notes

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