Ammonia → Hydroxyethyl imidazolidinone
Reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][OH:7].N[C:9](N)=[O:10].N>>[CH2:2]1[NH:1][C:9](=[O:10])[N:4]([CH2:5][CH2:6][OH:7])[CH2:3]1Participants
4
Conditions
- Temperature
- 230 °C
Procedure
A mixture of 93.3 g of 2-(2-aminoethylamino)ethanol (0.9 moles) and 52.1 g of urea (0.87 moles) was heated slowly to 230° C. with stirring. The evolution of ammonia began when the temperature reached 130° C. The reaction mixture was heated at 230° C. for 2 hours. The mixture solidified to a light-yellow solid after it had cooled to room temperature to afford 110.5 g of hydroxyethylethyleneurea. Recrystallized from acetone, M.P.: 55-57.5° C.; 1H NMR (DMSO-d6): δ6.3 (s, 1H), 4.6 (s, 1H), 3.5-3.0 (m, 8H).
Workup
- customreached 130° C
- temperatureThe reaction mixture was heated at 230° C. for 2 hours
- temperaturehad cooled to room temperature
Sources & evidence
- ORD record
- ord-149523970d1b4759a77dd2ebf5949552
- Source dataset
- uspto-grants-2001_10
- Patent number
- US06307058B1
Reaction notes
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