HCID 15610185, compound → Docosane-7,16-diamine

HRID 1701773Notes

Reaction equation

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

Participants

Reactant 3

HCID 15610185HCID 15610185, compound

HCID 203323003,12-Dihexyl-1,2-diazacyclododecane

HCID 56615476HCID 56615476, compound

Product 1

HCID 21285358Docosane-7,16-diamineYield 68.2%

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, 190 g (0.56 mol) of 3,12-dihexyl-1,2-diazacyclododecane (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, with otherwise the same procedure, there is obtained as main fraction 130 g (68% of theory) of 7,16-diaminodocosane as colourless oil [b.p. 184° C./0.02-0.005 Torr; nD20 =1.4624; IR (liquid) inter alia bands at 3355, 3278 and 1613 cm-1 ].

Sources & evidence

ORD record: ord-7e93b69fb2ec42bf9f6b119a410cddbe
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04195165

Reaction notes

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