HCID 15610185, compound → Octacosane-10,19-diamine

HRID 1701774Notes

Reaction equation

NC(CCCCCCCCC(N)CCC)CCC.C(C1CC=CCCC=CCC(CCC)N=N1)CC.[CH2:37]([CH:46]1[CH2:57][CH:56]=[CH:55][CH2:54][CH2:53][CH:52]=[CH:51][CH2:50][CH:49]([CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH3:66])[N:48]=[N:47]1)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>>[NH2:47][CH:46]([CH2:57][CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH:49]([NH2:48])[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH3:66])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]

Participants

Reactant 3

HCID 15610185HCID 15610185, compound

HCID 56615476HCID 56615476, compound

HCID 56626918(1Z)-3,12-Dinonyl-1,2-diazacyclododeca-1,5,9-triene

Product 1

HCID 20559017Octacosane-10,19-diamineYield 40%

Procedure

If there are 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, 100 g (0.24 mol) of crude 3,12-dinonyl-1,2-diaza-1,5,9-cyclododecatriene (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, with otherwise the same procedure, there is obtained, as the main fraction, 40.4 g (40% of theory) of 10.19-diaminooctacosane [m.p. 33°-37° C.; IR (CH2Cl2) inter alia bands at 3225 and 1582 cm-1 ].

Sources & evidence

ORD record: ord-462d9562bff2430fb14586f159bcd5e0
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04195165

Reaction notes

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