Hydrochloric Acid → HCID 10773885, compound

HRID 1416391Notes

Reaction equation

HRID 1416391 reaction equation
Cl.[NH:2]([CH2:9][C:10]([O:12]CC)=O)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[O-:15][C:16]#[N:17].[K+]>>[O:15]=[C:16]1[NH:17][C:10](=[O:12])[CH2:9][N:2]1[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 80502Diethyl iminodiacetateHCID 11378442Potassium cyanate

Product 1

HCID 10773885HCID 10773885, compoundYield 41%

Procedure

Concentrated hydrochloric acid (24.0 mL) was gradually dropped into 350 mL of an aqueous solution containing 27.5 g of diethyl iminodiacetate and 23.3 g of potassium cyanate. After stirring at room temperature for 18 hours, the reaction mixture was concentrated in vacuo. The residue was extracted with ethyl acetate several times and the extracts were combined followed by drying over sodium sulfate. The dried extract was concentrated and the residue was recrystallized from ethanol to give 11.1 g of ethyl 2,4-dioxoimidazolidine-1-acetate as white crystals.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. extractionThe residue was extracted with ethyl acetate several times
  3. dry with materialby drying over sodium sulfate
  4. extractionThe dried extract
  5. concentrationwas concentrated
  6. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-6d635a8c147c419cbaf51b6900b58fe0
Source dataset
uspto-grants-1999_06
Patent number
US05912261

Reaction notes

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