1-Chloro-4-(chloromethyl)benzene → HCID 178437568, compound

HRID 1762377Notes

Reaction equation

HRID 1762377 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[CH:4][CH:3]=1.[CH:10](=[N:17][N:18]1[CH:22]=[CH:21][N:20]=[C:19]1[CH2:23][CH3:24])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[Cl-:1].[CH:10](=[N:17][N+:18]1[CH:22]=[CH:21][N:20]([CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:19]=1[CH2:23][CH3:24])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 540911721-Benzylideneamino-2-ethylimidazole

Product 1

HCID 178437568HCID 178437568, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.61 g (10 mmol) of p-chlorobenzyl chloride are added to a solution of 1.99 g (10 mmol) of 1-(benzylidene)amino-2-ethylimidazole in 10 ml of acetonitrile. After heating under reflux for 24 hours the precipitated product is filtered off and recrystallized from ethanol/ether. There is obtained 1-(benzylideneamino)-3-(p-chlorobenzyl)-2-ethylimidazolium chloride of melting point >200°.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 24 hours the precipitated product
  3. filtrationis filtered off
  4. customrecrystallized from ethanol/ether

Sources & evidence

ORD record
ord-35b14f43cb564496b124397b9c68b316
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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