Ethylenediamine → HCID 178512215, compound

HRID 2258157Notes

Reaction equation

HRID 2258157 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12](=[NH:16])OCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:17][CH2:18][CH2:19][NH2:20]>>[NH2:17][CH2:18][CH2:19][NH:20][C:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])=[NH:16]

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 145824581benzyl N-(C-ethoxycarbonimidoyl)carbamate

Product 1

HCID 178512215HCID 178512215, compound

Conditions

Temperature
25 °C

Procedure

A mixture of N-benzyloxycarbonyl-O-methyl-isourea (II-OMe) (0.42 g, 2.0 mmol) and 1,2-diaminoethane (Ic) (0.72 g, 12 mmol) was stirred at 40° C. for 3 h and at 25° C. for 1 h. The crystals were collected by filtration. The white crystalline product was washed with toluene (4×1 mL) and dried (vacuum, 30°-35° C., 2 h). The yield of N-(2-aminoethyl)-N'-benzyloxycarbonyl guanidine IIIc was 0.28 g (60% in theory).

Workup

  1. filtrationThe crystals were collected by filtration
  2. washThe white crystalline product was washed with toluene (4×1 mL)
  3. customdried (vacuum, 30°-35° C., 2 h)

Sources & evidence

ORD record
ord-1f8cceedc5b94b7d9081c77323700146
Source dataset
uspto-grants-1997_08
Patent number
US05659071

Reaction notes

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