Hydrochloric Acid → HCID 178522277, compound

HRID 1447970Notes

Reaction equation

HRID 1447970 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[N:5][C:4](=[C:8](Cl)Cl)[N:3]=1.[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:13]=1[NH2:14].[OH2:20].Cl>O1CCOCC1>[Cl-:1].[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:13]=1[N:14]=[C:8]([C:4]1[NH:3][C:2]([Cl:1])=[C:6]([Cl:7])[N:5]=1)[OH:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 118462,6-DichloroanilineHCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazole

Product 1

HCID 178522277HCID 178522277, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 109 g (0.5 mol) of 4,5-dichloro-2-dichloromethylene-imidazole in 125 ml of dioxane was added dropwise in the course of about 10-15 minutes to a mixture of 81 g (0.5 mol) of finely powdered 2,6-dichloroaniline, 500 ml of water and 75 g (about 0.75 mol) of 37% strength aqueous hydrochloric acid at 55°-60° C., while stirring. After stirring for about a further 2 hours, the product was filtered off, washed with water and dried. 159 g (92% of theory) of 4,5-dichloro-imidazole-2-carboxylic acid N-(2,6-dichlorophenyl)-imide-chloride were obtained. Long needles with a decomposition point of about 200° C. from acetonitrile or from chloroform.

Workup

  1. stirringAfter stirring for about a further 2 hours
  2. filtrationthe product was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-63fe57bdb1f744b7a6eba46d99367d00
Source dataset
uspto-grants-1979_12
Patent number
US04179277

Reaction notes

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