Sodium Chloride → Methyl (5-nitropyridin-2-yl)acetate

HRID 572929Notes

Reaction equation

HRID 572929 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10](C(OC)=O)[C:11]([O:13][CH3:14])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2].[Na+].[Cl-]>CS(C)=O.O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([O:13][CH3:14])=[O:12])=[N:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 5234Sodium ChlorideHCID 2764544HCID 2764544, compound

Product 1

HCID 51341867Methyl (5-nitropyridin-2-yl)acetate

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Procedure

The solution of dimethyl 2-(5-nitropyridin-2-yl)malonate (10.0 g 41.7 mmol), NaCl (2.58 g, 44.20 mmol) and H2O (1.3 g, 74.23 mmol) in DMSO (50 mL) was stirred at 130 degree for 6 h. After cooling to room temperature, the reaction mixture was diluted with H2O and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by a standard method to get desired product.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified by a standard method

Sources & evidence

ORD record
ord-65d7e2eb10ee4845b9559317c9238678
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

Loading…