1,1,1,2-Tetrachloroethane → HCID 70090355, compound

HRID 1995717Notes

Reaction equation

HRID 1995717 reaction equation
C([C:3]1[NH:4][C:5](=[O:8])[NH:6][CH:7]=1)C.Cl.[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH2:24][C:25](Cl)(Cl)Cl>>[CH2:24]([C:11]1([CH:16]=[CH:15][N:14]=[CH:13][CH2:12]1)[C:10]([N:4]1[CH:3]=[CH:7][NH:6][C:5]1=[O:8])=[O:17])[CH3:25]

Participants

5

Reactant 4

HCID 124181,1,1,2-TetrachloroethaneHCID 6451240Aluminum(III) ChlorideHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 155675284-ethyl-2,3-dihydro-1H-imidazol-2-one

Product 1

HCID 70090355HCID 70090355, compound

Conditions

Temperature
85 °C

Procedure

To 3.0 g (27 mmole) of 1,3-dihydro-4-ethyl-2H-imidazole-2-one and 4.74 g (27 mmole) isonicotinoyl chloride hydrochloride in 100 ml tetrachloroethane is added 21.3 g (160 mmole) aluminum chloride. The mixture is stirred at 85° C. for 4 hours and quenched with water. The solution is neutralized with sodium bicarbonate and the suspension filtered. The residue is washed with ethanol and the combined filtrates evaporated to dryness. Chromatography on silica gel afforded the title compound; m.p. 260°-63°.

Workup

  1. customquenched with water
  2. filtrationthe suspension filtered
  3. washThe residue is washed with ethanol
  4. customthe combined filtrates evaporated to dryness

Sources & evidence

ORD record
ord-d03a3e9c0f474476b40cf73296ef0c87
Source dataset
uspto-grants-1983_09
Patent number
US04405628

Reaction notes

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