N-Methylbenzamide → HCID 54230984, compound

HRID 1447962Notes

Reaction equation

HRID 1447962 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[N:5][C:4](=[C:8](Cl)Cl)[N:3]=1.[CH3:11][NH:12][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[O:21]1CCOCC1>>[C:13]([N:12]([CH3:11])[C:8]([C:4]1[NH:5][C:6]([Cl:7])=[C:2]([Cl:1])[N:3]=1)=[O:21])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 11954N-MethylbenzamideHCID 312751,4-DioxaneHCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazole

Product 1

HCID 54230984HCID 54230984, compoundYield 20%

Procedure

A solution of 21.8 g (0.1 mol) of 4,5-dichloro-2-dichloromethylene-imidazole was added to a solution of 15 g (0.11 mol) of N-methyl-benzamide in 100 ml of dioxane. The mixture was then heated briefly to the boil and discharged into ice water. The oil which first precipitated out became solid after a few hours. After the product had been filtered off, washed with water and dried, 6.0 g (20% of theory) of N-benzoyl-N-methyl-4,5-dichloro-imidazole-2-carboxylic acid amide with a melting point of 168° C. (acetonitrile) were obtained.

Workup

  1. temperatureThe mixture was then heated briefly to the boil
  2. customThe oil which first precipitated out
  3. customafter a few hours
  4. filtrationAfter the product had been filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-834077515bf440f38d8c895509b6e6a9
Source dataset
uspto-grants-1979_12
Patent number
US04179277

Reaction notes

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