Ethylenediamine → N,N'-ethylenebis[2-hydroxyundecylamine]

HRID 1111911Notes

Reaction equation

HRID 1111911 reaction equation
[CH2:1]1[O:12][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:13]([NH2:16])[CH2:14][NH2:15]>C(O)C>[CH2:13]([NH:16][CH2:1][CH:2]([OH:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:14][NH:15][CH2:1][CH:2]([OH:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 5377372-Nonyloxirane

Product 1

HCID 21332391N,N'-ethylenebis[2-hydroxyundecylamine]

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to that of Example 1, condensation of 1-undecene oxide (40 g.) and ethylenediamine (7.07 g.) and two recrystallizations of the resulting solid (14.9 g.) from ethanol gave N,N'-ethylenebis[2-hydroxyundecylamine] (I: R = CH3 (CH2)8, R' = H, X = (CH2)2, Z = H) (12.4 g., m.p. 130.2°-137.8° C.).

Sources & evidence

ORD record
ord-2d79b0558c6742bf8f0b7f03bdc77511
Source dataset
uspto-grants-1978_10
Patent number
US04119668

Reaction notes

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