1,1'-Carbonyldiimidazole → 1,3-Bis-(2,6-dimethyl-pyridin-4-yl)-urea

HRID 2354060Notes

Reaction equation

HRID 2354060 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.C1N=CN([C:15]([N:17]2C=N[CH:19]=[CH:18]2)=[O:16])C=1>O1CCOCC1>[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:15]([NH:17][C:18]2[CH:19]=[C:4]([CH3:5])[N:3]=[C:2]([CH3:7])[CH:1]=2)=[O:16])[CH:5]=[C:4]([CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 682631,1'-Carbonyldiimidazole2×HCID 770474-Amino-2,6-dimethylpyridine

Product 1

HCID 593811911,3-Bis-(2,6-dimethyl-pyridin-4-yl)-urea

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

2,6-Dimethyl-pyridin-4-ylamine (1.22 g, 10 mmol) is dissolved in dry dioxane (30 mL) and CDI (891 mg, 5.5 mmol) is added. The mixture is heated at 80° C. for 1 h. Further CDI (160 mg) is added and stirring is continued for 15 h. The mixture is evaporated and purified by FC (SiO2, EtOAc-MeOH) to provide the title compound.

Workup

  1. customThe mixture is evaporated
  2. custompurified by FC (SiO2, EtOAc-MeOH)

Sources & evidence

ORD record
ord-7c12712d647c41eca694e7eb3004b719
Source dataset
uspto-grants-2010_07
Patent number
US07750161B2

Reaction notes

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