1,1'-Carbonyldiimidazole → HCID 22136221, compound

HRID 1826838Notes

Reaction equation

HRID 1826838 reaction equation
[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[C:9]=1[CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](N1C=CN=C1)(N1C=CN=C1)=[O:18]>O1CCCC1>[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:9]=1[CH2:10][NH:11][C:17](=[O:18])[NH:16]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 22136225HCID 22136225, compound

Product 1

HCID 22136221HCID 22136221, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The product of example 2b above, 2-phenoxy-6-aminobenzyl amine, (0.22 g 1.03 mol) was dissolved in dry tetrahydrofuran (8 mL) and stirred under argon at room temperature. 1,1′-Carbonyldiimidazole (0.2 g, 1.24 mmol) dissolved in dry tetrahydrofuran (2 mL) was added and the mixture stirred at room temperature. The solvent was evaporated in vacuo, to give the crude product which was flash chromatographed on silica gel eluted wit 0–10% methanol in methylene chloride to give the title compound as a white amorphous solid. mp 278–280° C.

Workup

  1. additionwas added
  2. stirringthe mixture stirred at room temperature
  3. customThe solvent was evaporated in vacuo
  4. customto give the crude product which
  5. customchromatographed on silica gel eluted wit 0–10% methanol in methylene chloride

Sources & evidence

ORD record
ord-1720693a71f043a18121df337b41cb27
Source dataset
uspto-grants-2006_05
Patent number
US07053099B1

Reaction notes

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