Ethylenediamine → HCID 20031853, compound

HRID 231970Notes

Reaction equation

HRID 231970 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl[C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1)=[O:7].[C:19]([O:22][CH2:23][CH3:24])(=[O:21])C>O.O1CCCC1.O1CCOCC1>[N+:16]([C:13]1[CH:14]=[CH:15][C:10]([CH2:9][O:8][C:6]([NH:3][CH2:2][CH2:1][NH:4][C:19]([O:22][CH2:23][C:24]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[O:21])=[O:7])=[CH:11][CH:12]=1)([O-:18])=[O:17]

Participants

7

Reactant 3

HCID 3301EthylenediamineHCID 8857Ethyl AcetateHCID 782054-Nitrobenzyl chloroformate

Product 1

HCID 20031853HCID 20031853, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

To a vigorously shaken solution of 1.39 g of ethylene diamine in 20 ml of water and 20 ml of tetrahydrofuran was added over 45 minutes a solution of 5 g of 4-nitrobenzyl chloroformate in 20 ml of dioxane. The mixture was allowed to warm to room temperature, and 150 ml of ethyl acetate and 200 ml of water were added. The mixture was filtered, and the filtrate dried to afford 2.67 g of the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate dried

Sources & evidence

ORD record
ord-50914827ec50411fbcb59d5aa15e65b4
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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