5-(Chloromethyl)-1,2,3-trimethoxybenzene → HCID 178437581, compound

HRID 1762364Notes

Reaction equation

HRID 1762364 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6][Cl:7].[CH:15](=[N:22][N:23]1[CH:27]=[CH:26][N:25]=[C:24]1[CH2:28][CH3:29])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[Cl-:7].[CH:15](=[N:22][N+:23]1[CH:27]=[CH:26][N:25]([CH2:6][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[CH:8]=2)[C:24]=1[CH2:28][CH3:29])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 540911721-Benzylideneamino-2-ethylimidazole

Product 1

HCID 178437581HCID 178437581, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.16 g (10 mmol) of 3,4,5-trimethoxybenzyl chloride are added to a solution of 1.99 g (10 mmol) of 1-benzylideneamino-2-ethylimidazole in 10 ml of acetonitrile and the mixture is heated under reflux for 28 hours. The crystallized-out product is filtered off and washed with ether. There is obtained 1-benzylideneamino-2-ethyl-3-(3,4,5-trimethoxybenzyl)imidazolium chloride of melting point 205°.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 28 hours
  3. filtrationThe crystallized-out product is filtered off
  4. washwashed with ether

Sources & evidence

ORD record
ord-bf7dde7a79a541e88b4c133decdee11d
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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