Stannous Chloride → HCID 21264497, compound

HRID 566961Notes

Reaction equation

HRID 566961 reaction equation
[CH2:1]([O:4][C:5]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[CH:7][N:6]=1)[CH:2]=[CH2:3].[Sn](Cl)Cl.C([O-])(O)=O.[Na+]>C(O)C>[CH2:1]([O:4][C:5]1[C:10]([NH2:11])=[CH:9][CH:8]=[CH:7][N:6]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 131722277HCID 131722277, compound

Product 1

HCID 21264497HCID 21264497, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the solution of 2-allyloxy-3-nitropyridine(28.68 mmol) in ethanol (30 ml), Tin (II) chloride (143.4 mmol) may be added. The reaction mixture can be stirred at reflux for 4 hours and then can be cooled to room temperature. NaHCO3 (aq) can be added until pH=7 is achieved. Then the reaction mixture can be extracted with ethyl acetate (3×). The combined organic layer can be dried over MgSO4, filtered and concentrated under reduced pressure to give desired product.

Workup

  1. temperatureat reflux for 4 hours
  2. extractionThen the reaction mixture can be extracted with ethyl acetate (3×)
  3. dry with materialThe combined organic layer can be dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3614e9d0baef400a8661660f35a88189
Source dataset
uspto-grants-2001_01
Patent number
US06177448B1

Reaction notes

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