Ammonia → 2-Isopropyl-5-oxo-1-imidazolidineacetamide

HRID 256373Notes

Reaction equation

HRID 256373 reaction equation
[CH:1]([CH:4]1[NH:8][CH2:7][C:6](=[O:9])[N:5]1[CH2:10][C:11]([O:13]CC)=O)([CH3:3])[CH3:2].[NH3:16]>CO>[CH:1]([CH:4]1[NH:8][CH2:7][C:6](=[O:9])[N:5]1[CH2:10][C:11]([NH2:16])=[O:13])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14618022Ethyl 2-isopropyl-5-oxo-1-imidazolidineacetate

Product 1

HCID 146180232-Isopropyl-5-oxo-1-imidazolidineacetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An ice cold solution of ethyl 2-isopropyl-5-oxo-1-imidazolidineacetate (3.8 g) in methanol (100 ml) was saturated with gaseous ammonia. The solution was stirred at room temperature overnight and the solvent was removed under reduced pressure yielding 2-isopropyl-5-oxo-1-imidazolidineacetamide as viscous oil (Rf 0.33; ethyl acetate/methanol 6:4, silica gel plates). Sulphate monohydrate salt, m.p. 64° C., resolidifing and final decomposition at 114°-118° C.

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-08ada84eca774b0888130ad396cfd693
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

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