1,12-Dodecanediamine → HCID 178512154, compound

HRID 1440314Notes

Reaction equation

HRID 1440314 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12](=[NH:16])OCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH2:30]>C1(C)C=CC=CC=1>[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])=[NH:16]

Participants

4

Reactant 2

HCID 177271,12-DodecanediamineHCID 145824581benzyl N-(C-ethoxycarbonimidoyl)carbamate

Product 1

HCID 178512154HCID 178512154, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of N-benzyloxycarbonyl-O-methyl-isourea (II-OMe) (0.42 g, 2.0 mmol), toluene (3.5 mL) and 1,12-diaminododecane (If) (1.02 g, 5.0 mmol) was stirred at 40° C. for 12 h and at 20° C. for 1 h. The crystalline product was collected by filtration, washed with toluene (3×1 mL), and vacuum dried (35° C., 1.5 h) to afford 0.55 g (73%) of white crystals of N-(12-Aminododecyl)-N'-benzyloxycarbonyl guanidine (IIIf).

Workup

  1. filtrationThe crystalline product was collected by filtration
  2. washwashed with toluene (3×1 mL), and vacuum
  3. customdried (35° C., 1.5 h)

Sources & evidence

ORD record
ord-bfffc1c6621449febdf074cf997e5a78
Source dataset
uspto-grants-1996_03
Patent number
US05498724

Reaction notes

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