Ethylenediamine → HCID 10104585, compound

HRID 1461263Notes

Reaction equation

HRID 1461263 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([C:10]([O:12]CC)=O)=[CH:7][CH:6]=1)[CH3:3].[CH2:15]([NH2:18])[CH2:16][NH2:17]>>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([C:10]([NH:17][CH2:16][CH2:15][NH2:18])=[O:12])=[CH:7][CH:6]=1)[CH3:1]

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 100355992-Furancarboxylic acid, 5-[(dimethylamino)methyl]-, ethyl ester

Product 1

HCID 10104585HCID 10104585, compoundYield 104.6%

Conditions

Temperature
80 °C

Procedure

A mixture consisting of 49.0 g (248 mmol) of ethyl 5-(dimethylaminomethyl)-2-furancarboxylate and 150 g (2.496 mol) of anhydrous ethylenediamine was heated at 80° C. for 2 hours. After cooling, the excess ethylenediamine was distilled off under reduced pressure to give 54.8 g (98.0%) of 5-(dimethylaminomethyl)-N-(2-aminoethyl)-2-furancarboxamide (Compound a) as light yellow oil.

Workup

  1. temperatureAfter cooling
  2. distillationthe excess ethylenediamine was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e14d357ae5d74a0fabda7030b1bbb5c5
Source dataset
uspto-grants-1991_12
Patent number
US05075301

Reaction notes

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