1,10-Decanediamine → N,N'-(1,10-decylene)-bis[2-hydroxyhexylamine]

HRID 2397828Notes

Reaction equation

HRID 2397828 reaction equation
[CH2:1]1[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH3:6].[CH2:8]([NH2:19])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH2:18]>C(O)(C)C>[CH2:17]([NH:18][CH2:1][CH:2]([OH:7])[CH2:3][CH2:4][CH2:5][CH3:6])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][NH:19][CH2:1][CH:2]([OH:7])[CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 13171,10-DecanediamineHCID 150362-Butyloxirane

Product 1

HCID 21332454N,N'-(1,10-decylene)-bis[2-hydroxyhexylamine]Yield 13.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner similar to that of Example 1, condensation of 1-hexene oxide (34.8 g.) and 1,10-decanediamine (30 g.) and recrystallization of the resulting product from isopropyl alcohol gave N,N'-(1,10-decylene)-bis[2-hydroxyhexylamine] (I: R= CH3 (CH2)3R' = H, X= (CH2)10, Z= H) (8.9 g., m.p. 127.0°-137.0° C.).

Sources & evidence

ORD record
ord-6ba143f1a9f345d0aa0fb5f9c7336909
Source dataset
uspto-grants-1977_05
Patent number
US04022833

Reaction notes

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