Phosgene → 2-oxo-3-phenylimidazolidine-1-carbonyl chloride

HRID 2419688Notes

Reaction equation

HRID 2419688 reaction equation
[C:1]1([N:7]2[CH2:11][CH2:10][NH:9][C:8]2=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13](Cl)([Cl:15])=[O:14]>O1CCCC1>[Cl:15][C:13]([N:9]1[CH2:10][CH2:11][N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]1=[O:12])=[O:14]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 2552731-Phenylimidazolidin-2-one

Product 1

HCID 3252832-oxo-3-phenylimidazolidine-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

16.2 parts by wt. of 1-phenyl-2-oxo-imidazolidine were suspended in 160 parts by vol. of tetrahydrofurane and 12.0 parts by wt. of phosgene, dissolved in 30 parts by vol. of tetrahydrofurane, were added dropwise at 10° C. The mixture was then stirred for a further 4 hrs. at 10° C and left to stand overnight at 20° C, and the precipitate present was then filtered off, washed with tetrahydrofurane and dried.

Workup

  1. additionwere added dropwise at 10° C
  2. waitat 10° C and left
  3. waitto stand overnight at 20° C
  4. filtrationthe precipitate present was then filtered off
  5. washwashed with tetrahydrofurane
  6. customdried

Sources & evidence

ORD record
ord-f73f6ab9d1364bf7aa5b8de53f0a3745
Source dataset
uspto-grants-1978_08
Patent number
US04107304

Reaction notes

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