HCID 20231523, compound → 3,14-Diethylhexadecane-4,13-diamine

HRID 2057442Notes

Reaction equation

NC(CCCCCCCCC(N)C(C)C)C(C)C.[CH3:19][CH2:20][CH:21]([CH:24]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:27]([CH:36]([CH2:39][CH3:40])[CH2:37][CH3:38])[NH:26][NH:25]1)[CH2:22][CH3:23]>>[NH2:25][CH:24]([CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:27]([NH2:26])[CH:36]([CH2:37][CH3:38])[CH2:39][CH3:40])[CH:21]([CH2:22][CH3:23])[CH2:20][CH3:19]

Participants

Reactant 2

HCID 20231523HCID 20231523, compound

HCID 234559313,12-Di-(3-pentyl)-1,2-diazacyclododecane

Product 1

HCID 202315203,14-Diethylhexadecane-4,13-diamine

Procedure

The procedure described in (a) is repeated, starting from 49 g (0.16 mole) of 3,12-di-(3-pentyl)-1,2-diazacyclododecane and using correspondingly reduced amounts of catalyst and solvent, affording after purification by chromatography 37.5 g (75% of theory) of 4,13-diamino-3,14-diethylhexadecane as a colourless oil [nD20 =1.4664; IR spectrum (liquid) includes bands at 3330, 1626 cm-1 ].

Workup

customaffording
customafter purification by chromatography 37.5 g (75% of theory) of 4,13-diamino-3,14-diethylhexadecane as a colourless oil [nD20 =1.4664; IR spectrum (liquid) includes bands at 3330, 1626 cm-1 ]

Sources & evidence

ORD record: ord-1eb75c7d1502458abecfa46aa3476b71
Source dataset: uspto-grants-1980_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04210742

Reaction notes

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