Sodium hydride → HCID 18619157, compound

HRID 1862283Notes

Reaction equation

HRID 1862283 reaction equation
[H-].[Na+].Cl[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6]([Cl:13])[N:5]=1.[C:14]([O:18][CH3:19])(=[O:17])[CH2:15][OH:16]>O1CCOCC1>[Cl:13][C:6]1[N:5]=[C:4]([O:16][CH2:15][C:14]([O:18][CH3:19])=[O:17])[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 66774Methyl GlycolateHCID 852392,6-Dichloro-3-nitropyridine

Product 1

HCID 18619157HCID 18619157, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Sodium hydride is added to a mixture of 2,6-dichloro-3-nitropyridine, methyl glycolate and 1,4-dioxane at 10° C. The mixture is stirred at room temperature for 2 hours, then, poured into ice water, and extracted with ethyl acetate. The organic layer is dried over anhydrous magnesium sulfate, and concentrated. The residue is subjected to silica gel column chromatography to obtain 6-chloro-2-(methoxycarbonyl)methoxy-3-nitropyridine.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2c25af5be3ae49b88cf2c3f234e50bb2
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

Loading…