N,N-Dimethyl-1,3-propanediamine → HCID 9892129, compound

HRID 1532682Notes

Reaction equation

HRID 1532682 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[CH2:8]([N:26]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28]=[C:27]1[C:35](OCC)=[O:36])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:35]([C:27]1[N:26]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28]=1)=[O:36]

Participants

3

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 22013732HCID 22013732, compound

Product 1

HCID 9892129HCID 9892129, compoundYield 87.5%

Conditions

Temperature
125 °C

Procedure

N,N-Dimethyl-1,3-propanediamine (0.818 g) was added to ethyl 1-octadecyl-1H-benzimidazole-2-carboxylate (1.771 g) and the mixture was stirred for 15 hours at 125° C. The reaction mixture was purified by silica gel column chromatography (silica gel 60 g, chloroform:methanol=30:1), thereby yielding the entitled compound (1.746 g) as pale yellow oil.

Workup

  1. customThe reaction mixture was purified by silica gel column chromatography (silica gel 60 g, chloroform:methanol=30:1)

Sources & evidence

ORD record
ord-0582912bb89f4839ad3321194dae77a6
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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