Ethylenediamine → dimethyl ethane-1,2-diylbiscarbamate

HRID 893808Notes

Reaction equation

HRID 893808 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[C:5](=[O:10])([O:8][CH3:9])OC>>[CH3:9][O:8][C:5]([NH:3][CH2:2][CH2:1][NH:4][C:5]([O:8][CH3:9])=[O:10])=[O:10]

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 12021Dimethyl Carbonate

Product 1

HCID 235151dimethyl ethane-1,2-diylbiscarbamate

Procedure

Ethylene diamine (6 g) and dimethyl carbonate (18 g) were mixed together in a round bottom flask at 20° C. TBD (0.1 g) was added and the mixture allowed to stand for 24 h. After this time a white solid product was collected and recrystallised from methanol to give bis (methoxycarbonyl) ethylene diamine. NMR and IR spectra were consistent with the desired compound.

Workup

  1. additionTBD (0.1 g) was added
  2. customAfter this time a white solid product was collected
  3. customrecrystallised from methanol

Sources & evidence

ORD record
ord-a36bd1dc273a44fe812a825bed37b5d3
Source dataset
uspto-grants-1992_06
Patent number
US05126477

Reaction notes

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