6-Chloro-2-methyl-3-nitropyridine → HCID 58504164, compound

HRID 2407816Notes

Reaction equation

HRID 2407816 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[O-:12][CH2:13][CH3:14].[Na+]>C(O)C>[CH2:13]([O:12][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1)[CH3:14]

Participants

4

Reactant 2

HCID 2531236-Chloro-2-methyl-3-nitropyridineHCID 2723922Sodium ethoxide

Product 1

HCID 58504164HCID 58504164, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 6-chloro-2-methyl-3-nitropyridine (2.15 g) in ethanol (25 mL) was added sodium ethoxide (4.88 mL) solution at room temperature. The reaction mixture immediately turned dark purple and was refluxed for 2 hours. The reaction mixture was allowed to cool down to room temperature, concentrated in vacuo, and poured into ice. The precipitated solids were collected by filtration to provide the title compound (1.88 g) having the following physical data.

Workup

  1. temperatureThe reaction mixture immediately turned dark purple and was refluxed for 2 hours
  2. concentrationconcentrated in vacuo
  3. additionpoured into ice
  4. filtrationThe precipitated solids were collected by filtration

Sources & evidence

ORD record
ord-a63b9e7514fe477c976882416359a283
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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