Hydrochloric Acid → 4,5-Dichloro-2-(trichloromethyl)-1H-imidazole

HRID 1448665Notes

Reaction equation

HRID 1448665 reaction equation
[ClH:1].[Cl:2][C:3]1[C:7]([Cl:8])=[N:6][C:5](=[C:9]([Cl:11])[Cl:10])[N:4]=1>C1(C)C=CC=CC=1>[Cl:2][C:3]1[N:4]=[C:5]([C:9]([Cl:1])([Cl:11])[Cl:10])[NH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazole

Product 1

HCID 124825734,5-Dichloro-2-(trichloromethyl)-1H-imidazoleYield 89%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dry hydrogen chloride was passed into a solution of 218 g (1.0 mol) of 4,5-dichloro-2-dichloromethylene-imidazole in about 2 liters of dry toluene until the formation of the precipitate had ceased (at least 1 mol). After cooling (the addition reaction with HCl proceeded exothermically), filtering off the product and drying, 235 g (89% of theory) of 4,5-dichloro-2-trichloromethyl-imidazole with a melting point of 210° C. (with decomposition) were obtained.

Workup

  1. temperatureAfter cooling (
  2. filtrationfiltering off the product
  3. customdrying

Sources & evidence

ORD record
ord-bc52c395a0394598af8b9ade333d9171
Source dataset
uspto-grants-1980_02
Patent number
US04187101

Reaction notes

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