HCID 15610185, compound → HCID 20231522, compound

HRID 1701778Notes

Reaction equation

NC(CCCCCCCCC(N)CCC)CCC.C(C1CC=CCCC=CCC(CCC)N=N1)CC.[CH:37]1([CH:43]2[CH2:54][CH:53]=[CH:52][CH2:51][CH2:50][CH:49]=[CH:48][CH2:47][CH:46]([CH:55]3[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]3)[N:45]=[N:44]2)[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>>[NH2:44][CH:43]([CH:37]1[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1)[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH:46]([NH2:45])[CH:55]1[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]1

Participants

Reactant 3

HCID 15610185HCID 15610185, compound

HCID 56615476HCID 56615476, compound

HCID 56630335HCID 56630335, compound

Product 1

HCID 20231522HCID 20231522, compoundYield 90.3%

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, 328.5 g (1 mol) of 3,12-dicyclohexyl-1,2-diaza-1,5,9-cyclododecatriene (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, using otherwise the same procedure, there is obtained, as the main fraction, 304 g (90% of theory) of 1,10-diamino-1,10-dicyclohexyldecane as colourless oil [b.p. 190°-193° C./0.05 Torr; nD20 =1.4944; IR (liquid) inter alia bands at 3355, 3278 and 1613 cm-1 ].

Sources & evidence

ORD record: ord-8541cc1f5dd041d0a4342852db9aa6a6
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04195165

Reaction notes

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