1,4-Dioxane → HCID 86623211, compound

HRID 1443769Notes

Reaction equation

HRID 1443769 reaction equation
[N:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[NH:4][CH2:3][CH2:2]2.Cl[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[CH:13][N:12]=1.O1CCOCC1>O>[N+:17]([C:16]1[CH:15]=[CH:14][C:13]([CH:2]2[CH2:3][NH:4][CH:5]3[CH2:8][CH2:9][N:1]2[CH2:7][CH2:6]3)=[N:12][CH:11]=1)([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 796132-Chloro-3-nitropyridineHCID 3984071,4-Diazabicyclo(3.2.2)nonane

Product 1

HCID 86623211HCID 86623211, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,4-diazabicyclo[3.2.2]nonane (6.3 g, 50 mmol) was added to a mixture of 2-chloro-nitropyridine (11.9, 75 mmol), and dioxane (250 ml) at 0° C. The reaction mixture was allowed to reach room temperature. Water (100 ml) was added. The mixture was extracted with dichloromethane (3×50 ml). Chromatography on silica gel with dichloromethane and 10% methanol as solvent gave the title compound as an oil. Yield 8.1 g (65%). Mp. 143-146° C.

Workup

  1. customto reach room temperature
  2. extractionThe mixture was extracted with dichloromethane (3×50 ml)

Sources & evidence

ORD record
ord-b753c778d96b4a87ba31c135151397a2
Source dataset
uspto-grants-2010_02
Patent number
US07662808B2

Reaction notes

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