Carbamic acid, ethyl ester → N-(2-Isopropyl-1,3-oxazolidin-3-yl)-ethoxycarbonyl benzylamine

HRID 1414693Notes

Reaction equation

HRID 1414693 reaction equation
[CH2:1]([N:8]=[C:9]=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:11]([CH:14]1[N:18](CCO)[CH2:17][CH2:16][O:15]1)([CH3:13])[CH3:12].NC([O:25][CH2:26][CH3:27])=O>>[CH:11]([CH:14]1[N:18]([N:8]([C:9]([O:25][CH2:26][CH3:27])=[O:10])[CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:17][CH2:16][O:15]1)([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 5641Carbamic acid, ethyl esterHCID 76639Benzyl isocyanateHCID 1200432-Isopropyl-1,3-oxazolidine-3-ethanol

Product 1

HCID 18691696N-(2-Isopropyl-1,3-oxazolidin-3-yl)-ethoxycarbonyl benzylamine

Procedure

133 g (1 mol) of benzylisocyanate is added dropwise to 159 g (1 mol) of 2-(2-isopropyl-1,3-oxazolidin-3-yl)-ethanol with vigorous stirring and the temperature is maintained at from 20° to 25° C with cooling. An almost colorless product with a viscosity of 460 cP (25° C) is obtained. It shows no NCO bands in the IR spectrum, but does show the expected urethane bands (1700 cm-1, 1540 cm-1).

Workup

  1. temperaturethe temperature is maintained at from 20° to 25° C
  2. temperaturewith cooling
  3. customAn almost colorless product with a viscosity of 460 cP (25° C) is obtained

Sources & evidence

ORD record
ord-4a53453186ed464693ee37ef695e4b25
Source dataset
uspto-grants-1977_01
Patent number
US04002601

Reaction notes

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