Hexamethylenediamine → N,N'-(1,6-hexylene)-bis[2-hydroxytetradecylamine]

HRID 1111900

Reaction equation

HRID 1111900 reaction equation
[CH2:1]1[O:15][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH2:23]>C(O)C>[CH2:22]([NH:23][CH2:1][CH:2]([OH:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][NH:16][CH2:1][CH:2]([OH:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 16402HexamethylenediamineHCID 186041,2-Epoxytetradecane

Product 1

HCID 21332395N,N'-(1,6-hexylene)-bis[2-hydroxytetradecylamine]

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to that of Example 1, condensation of 1-tetradecene oxide (91.8 g.) and hexamethylenediamine (25 g.) and recrystallization of the resulting product (71 g., m.p. 118°-121° C.) from ethanol gave N,N'-(1,6-hexylene)-bis[2-hydroxytetradecylamine] (I: R = CH3 (CH2)11, R' = H, X = (CH2)6, Z = H) (55.3 g., m.p. 122°-126° C.).

Sources & evidence

ORD record
ord-d984b79a673644ef93ab7c2fe01e94be
Source dataset
uspto-grants-1978_10
Patent number
US04119668

Linked notes

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