1,1'-Carbonyldiimidazole → HCID 178443071, compound

HRID 215680Notes

Reaction equation

HRID 215680 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:9]([CH:26]([OH:48])[CH:27]([OH:47])[CH:28]([C:30](=[O:46])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[OH:29])(=[O:25])[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][CH3:24].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:61][CH2:62][CH2:63][C:64]1[N:68]=[CH:67][NH:66][CH:65]=1>CN(C=O)C>[NH2:61][CH2:62][CH2:63][C:64]1[N:68]=[CH:67][NH:66][CH:65]=1.[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:9]([CH:26]([OH:48])[CH:27]([OH:47])[CH:28]([C:30](=[O:46])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[OH:29])(=[O:25])[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][CH3:24]

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 131729744HCID 131729744, compoundHCID 178419017HCID 178419017, compound

Product 1

HCID 178443071HCID 178443071, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1.7 g of dipalmitoylglycerol succinate is dissolved in 20 ml of DMF at room temperature. The solution is added with 400 mg of carbonyldiimidazole dissolved in 20 ml of DMF. The mixture is allowed to stir for 1 hour and subsequently added with 300 mg of histamine. The mixture is stirred overnight and concentrated thoroughly in vacuum. The residue is purified using column chromatography on silica gel 60, with chloroform/methanol 10:1 being used as eluant.

Workup

  1. stirringThe mixture is stirred overnight
  2. concentrationconcentrated thoroughly in vacuum
  3. customThe residue is purified

Sources & evidence

ORD record
ord-e4a4856015b747faa4a7eb10e50a9f34
Source dataset
uspto-grants-2012_06
Patent number
US08192753B2

Reaction notes

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