HCID 15610185, compound → 6,15-Diaminoeicosane

HRID 1701772Notes

Reaction equation

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

Participants

Reactant 3

HCID 15610185HCID 15610185, compound

HCID 20332299HCID 20332299, compound

HCID 56615476HCID 56615476, compound

Product 1

HCID 205590236,15-DiaminoeicosaneYield 61.3%

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, 220 g (0.71 mol) of 3,12-dipentyl-1,2-diazacyclododecane (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, with otherwise the same procedure, there is obtained, as the main fraction, 136 g (61.3% of theory) of 6,15-diaminoeicosane as colourless oil [b.p. 167°-170° C./0.001 Torr; nD20 =1.4603; IR (liquid) inter alia bands at 3378, 3289 and 1613 cm-1 ].

Sources & evidence

ORD record: ord-4ab15a6ede5b4a45806e7b176000aaa7
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04195165

Reaction notes

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