Diethylcarbamoyl chloride → HCID 12511419, compound

HRID 1833588Notes

Reaction equation

HRID 1833588 reaction equation
[CH2:1]1[NH:6][C:4](=[O:5])[NH:3][CH2:2]1.[CH2:7]([N:9]([CH2:13][CH3:14])[C:10](Cl)=[O:11])[CH3:8]>CC(C)=O>[CH2:7]([N:9]([CH2:13][CH3:14])[C:10]([N:3]1[CH2:2][CH2:1][NH:6][C:4]1=[O:5])=[O:11])[CH3:8]

Participants

4

Reactant 2

HCID 6916Diethylcarbamoyl chlorideHCID 84532-Imidazolidinone

Product 1

HCID 12511419HCID 12511419, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 34,4 g ethylene urea and 54,2 g N,N-diethylcarbamyl chloride is heated under nitrogen at 110° for 3 hrs. The reaction mixture is cooled and diluted with 200 ml acetone. It is filtered and the filtrate evaporated off to dryness. The oily product is chromatographed on a column of 450 g of silica gel. The fraction which eluted from 3% methanol in chloroform yields 1-(N,N-diethylcarbamoyl)-2-oxo-tetrahydroimidazole as a colourless oil.

Workup

  1. temperatureis heated under nitrogen at 110° for 3 hrs
  2. temperatureThe reaction mixture is cooled
  3. filtrationIt is filtered
  4. customthe filtrate evaporated off to dryness
  5. customThe oily product is chromatographed on a column of 450 g of silica gel
  6. washThe fraction which eluted from 3% methanol in chloroform

Sources & evidence

ORD record
ord-f31c8055427e4569b36e0331072cc1ce
Source dataset
uspto-grants-1978_01
Patent number
US04066778

Reaction notes

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