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

HRID 1680723Notes

Reaction equation

HRID 1680723 reaction equation
NC(CCCCCCCCC(N)C(C)C)C(C)C.C(C1CC=CCCC=CCC(C(C)C)N=N1)(C)C.[CH3:37][CH2:38][CH:39]([CH:42]1[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH:45]([CH:54]([CH2:57][CH3:58])[CH2:55][CH3:56])[NH:44][NH:43]1)[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])[CH:54]([CH2:55][CH3:56])[CH2:57][CH3:58])[CH:39]([CH2:40][CH3:41])[CH2:38][CH3:37]

Participants

4

Reactant 3

HCID 20231523HCID 20231523, compoundHCID 234559313,12-Di-(3-pentyl)-1,2-diazacyclododecaneHCID 56635899HCID 56635899, compound

Product 1

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

Procedure

If there are used in the manner described under (a), instead of 250 g (1 mol) of 3,12-diisopropyl-1,2-diaza-1,5,9-cyclododecatriene, 49 g (0.159 mol) of 3,12-di-(3-pentyl)-1,2-diazacyclododecane and correspondingly reduced amounts of catalyst and solvent, with the procedure otherwise remaining the same, there is obtained, after chromatographical purification and distillation, 26.8 g (54% of theory) of 4,13-diamino-3,14-diethylhexadecane in the form of colourless oil [b.p. 141°-143° C./0.004 Torr; nD20 =1.4666; IR (liquid) inter alia bands at 3378, 3278 and 1613 cm-1 ].

Workup

  1. customis obtained
  2. distillationafter chromatographical purification and distillation, 26.8 g (54% of theory) of 4,13-diamino-3,14-diethylhexadecane in the form of colourless oil [b.p. 141°-143° C./0.004 Torr

Sources & evidence

ORD record
ord-bbe48aa77bba4001a7857710613f5eb1
Source dataset
uspto-grants-1981_06
Patent number
US04275239

Reaction notes

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