Phosgene → 1-(Chlorocarbonylamino)-2-oxoimidazolidine

HRID 866497

Reaction equation

HRID 866497 reaction equation
[NH2:1][N:2]1[CH2:6][CH2:5][NH:4][C:3]1=[O:7].O1CCCC1.[C:13](Cl)([Cl:15])=[O:14]>C1(C)C=CC=CC=1>[Cl:15][C:13]([NH:1][N:2]1[CH2:6][CH2:5][NH:4][C:3]1=[O:7])=[O:14]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8028TetrahydrofuranHCID 1816971-Aminoimidazolidin-2-one

Product 1

HCID 203214361-(Chlorocarbonylamino)-2-oxoimidazolidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.01 g. (0.01 mol.) of 1-amino-2-imidazolidinone are dissolved in 20 ml. of anhydrous tetrahydrofuran and 20 ml. of a 1M solution of phosgene in toluene are added at 0°. The solution is stirred overnight at room temperature. The almost clear solution is filtered and evaporated to dryness. The 1-(chlorocarbonylamino)-2-oxoimidazolidine is obtained as an oily residue which is used without further purification.

Workup

  1. filtrationThe almost clear solution is filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-4a83a8b2e98846fa8397832be582bb8b
Source dataset
uspto-grants-1978_07
Patent number
US04099001

Linked notes

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