Water → HCID 54044274, compound

HRID 1164370Notes

Reaction equation

HRID 1164370 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[N:5][C:4](=C(Cl)Cl)[N:3]=1.[CH:11]([NH:14][CH:15]=[O:16])([CH3:13])[CH3:12].O>>[CH:11]([NH:14][C:15]([C:4]1[NH:3][C:2]([Cl:1])=[C:6]([Cl:7])[N:5]=1)=[O:16])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 962WaterHCID 268118N-(propan-2-yl)formamideHCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazole

Product 1

HCID 54044274HCID 54044274, compoundYield 85%

Procedure

654 g (3 mol) of 4,5-dichloro-2-dichloromethylene-imidazole in a finely powdered form were added incrementally in the course of about one hour, to a mixture, which had been initially introduced, of 783 g (9 mol) of isopropylformamide and 162 g (9 mol) of water, while stirring and cooling slightly, whereupon the internal temperature rose to about 75° C. The reaction mixture was then heated to about 90°-110° C. for a further half hour. After cooling, the product was precipitated in water, filtered off, washed with water and dried. In this way, 566 g (85% of theory) of 4,5-dichloro-imidazole-2-carboxylic acid isopropylamide with a melting point of 150° C. were obtained.

Workup

  1. temperaturecooling slightly, whereupon the internal temperature
  2. customrose to about 75° C
  3. temperatureThe reaction mixture was then heated to about 90°-110° C. for a further half hour
  4. temperatureAfter cooling
  5. customthe product was precipitated in water
  6. filtrationfiltered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-0fa5ddd5730a4b3b98a0c02048f69e59
Source dataset
uspto-grants-1983_01
Patent number
US04369186

Reaction notes

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