1,3-Propanediamine → N,N'-(1,3-propylene)-bis[2-hydroxyundecylamine]

HRID 1111916Notes

Reaction equation

HRID 1111916 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]([NH2:17])[CH2:14][CH2:15][NH2:16]>CO>[CH2:13]([NH:17][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][CH2:15][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]

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 5377372-Nonyloxirane

Product 1

HCID 21332358N,N'-(1,3-propylene)-bis[2-hydroxyundecylamine]

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to that of Example 1, condensation of 1-undecene oxide (104.6 g.) and 1,3-propanediamine (22.7 g.) and two recrystallizations of the resulting product from methanol gave N,N'-(1,3-propylene)-bis[2-hydroxyundecylamine] (I: R = CH3 (CH2)8, R' = H, X = (CH2)3, Z = H) (29.0 g., m.p. 94.0°-103.0° C.).

Sources & evidence

ORD record
ord-5148f37850e3499ea4f9cc6c2c59bba5
Source dataset
uspto-grants-1978_10
Patent number
US04119668

Reaction notes

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