Water → HCID 54493231, compound

HRID 980831Notes

Reaction equation

HRID 980831 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[N:11]1([CH2:16][C:17]#[N:18])[CH:15]=[N:14][CH:13]=[N:12]1.O>C1(C)C=CC=CC=1.N1CCCCC1>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[C:16]([N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)[C:17]#[N:18]

Participants

6

Reactant 3

HCID 962WaterHCID 134042,4-DichlorobenzaldehydeHCID 27648382-(1H-1,2,4-triazol-1-yl)acetonitrile

Product 1

HCID 54493231HCID 54493231, compoundYield 30%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 1140TolueneSolvent

Procedure

138.9 g (790 millimoles) of 2,4-dichlorobenzaldehyde, 76.7 g (710 millimoles) of 2-(1,2,4-triazol-1-yl)-acetonitrile and 1 g of piperidine in 1 l of toluene are heated at the boil under a water separator until 1 equivalent of water has been separated off. The mixture is then left to cool, and the precipitated crystals are filtered off under suction. They can be purified by recrystallization from toluene. 56.5 g (30% of theory) of 3-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-acrylonitrile of melting point 156°-160° C. are obtained.

Workup

  1. customhas been separated off
  2. waitThe mixture is then left
  3. temperatureto cool
  4. filtrationthe precipitated crystals are filtered off under suction
  5. customThey can be purified by recrystallization from toluene

Sources & evidence

ORD record
ord-4d2caf933022410fbca0a5412cca2120
Source dataset
uspto-grants-1987_01
Patent number
US04639447

Reaction notes

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