1,1'-Carbonyldiimidazole → HCID 14834205, compound

HRID 476995Notes

Reaction equation

HRID 476995 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[CH:2]=1.[C:12](N1C=CN=C1)(N1C=CN=C1)=[O:13]>O1CCCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:12]2=[O:13])[CH:2]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 106306911,2-Ethanediamine, N-(3-pyridinylmethyl)-

Product 1

HCID 14834205HCID 14834205, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1.6 g of N-(3-pyridylmethyl)-ethylenediamine dissolved in 30 ml of tetrahydrofuran, 1.49 g of carbonyldiimidazole was added at 0° C. The mixture was stirred at 0° C. for 30 minutes, then at room temperature for 4 hours. The solvent was distilled off, and the residue was purified by silica gel column chromatorgraphy (solvent: chloroform-methanol=15:1) and recrystallized from a mixture of isopropanol and hexane to give 1.43 g of 1-(3-pyridylmethyl)-2-imidazolidinone.

Workup

  1. waitat room temperature for 4 hours
  2. distillationThe solvent was distilled off
  3. customthe residue was purified by silica gel column chromatorgraphy (solvent: chloroform-methanol=15:1)
  4. customrecrystallized from a mixture of isopropanol and hexane

Sources & evidence

ORD record
ord-e834ca7acf01433d9030b3944a27ba48
Source dataset
uspto-grants-1989_12
Patent number
US04886817

Reaction notes

Loading…