HCID 15610185, compound → 5,14-Diaminooctadecane

HRID 1701771Notes

Reaction equation

HRID 1701771 reaction equation
NC(CCCCCCCCC(N)CCC)CCC.C(C1CC=CCCC=CCC(CCC)N=N1)CC.[CH2:37]([CH:41]1[CH2:52][CH:51]=[CH:50][CH2:49][CH2:48][CH:47]=[CH:46][CH2:45][CH:44]([CH2:53][CH2:54][CH2:55][CH3:56])[N:43]=[N:42]1)[CH2:38][CH2:39][CH3:40]>>[NH2:42][CH:41]([CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH:44]([NH2:43])[CH2:53][CH2:54][CH2:55][CH3:56])[CH2:37][CH2:38][CH2:39][CH3:40]

Participants

4

Reactant 3

HCID 15610185HCID 15610185, compoundHCID 56615476HCID 56615476, compoundHCID 571937833,12-Dibutyl-1,2-diaza-1,5,9-cyclododecatriene

Product 1

HCID 205590315,14-DiaminooctadecaneYield 62.3%

Procedure

If there is used in the manner described under (a), instead of 942 g (3.79 mols), of 3,12-dipropyl-1,2-diaza-1,5,9-cyclododecatriene, 208 g (0.75 mol) of 3,12-dibutyl-1,2-diaza-1,5,9-cyclododecatriene (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, the procedure otherwise being the same, there is obtained as the main fraction 132.8 g (62.3% of theory) of 5,14-diaminooctadecane as colourless oil (b.p. 149° C./0.001 Torr; nD20 =1.4593; IR (liquid) inter alia bands at 3333, 3267 and 1613 cm-1).

Sources & evidence

ORD record
ord-9807105283ca41d083aa5598e6f7276e
Source dataset
uspto-grants-1980_03
Patent number
US04195165

Reaction notes

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