Water → HCID 53792849, compound

HRID 1164368Notes

Reaction equation

HRID 1164368 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[N:5][C:4](=[C:8](Cl)Cl)[N:3]=1.[CH:11]([NH:14][CH:15]=[O:16])([CH3:13])[CH3:12].[OH2:17]>C(#N)C>[CH:15]([N:14]([CH:11]([CH3:13])[CH3:12])[C:8]([C:4]1[NH:5][C:6]([Cl:7])=[C:2]([Cl:1])[N:3]=1)=[O:17])=[O:16]

Participants

5

Reactant 3

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

Product 1

HCID 53792849HCID 53792849, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

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 isopropyl-formamide, 162 g (9 mol) of water and 3 l of acetonitrile, while stirring and while cooling to about 0° C. The clear solution was then poured into about 15 kg of ice water. The white precipitate which had formed was filtered off, washed with water and dried. In this way, 630 g (84% of theory) of 4,5-dichloro-imidazole-2-carboxylic acid N-formyl-isopropylamide with a melting point of 142° C. were obtained. The same result was also achieved without the addition of water.

Workup

  1. customThe white precipitate which had formed
  2. filtrationwas filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f6fcc053ee0e4ece85666d7f86ef761b
Source dataset
uspto-grants-1983_01
Patent number
US04369186

Reaction notes

Loading…