Tin dichloride dihydrate → HCID 178507356, compound

HRID 227721Notes

Reaction equation

HRID 227721 reaction equation
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=2)[NH:4][N:3]=1.Cl[Sn]Cl.O>CCO>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[NH:4][N:3]=1

Participants

4

Reactant 2

HCID 43835034Tin dichloride dihydrateHCID 178526490HCID 178526490, compound

Product 1

HCID 178507356HCID 178507356, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of Step (a) (10.0 g, 41.3 mmol, 1.00 equiv) was suspended in EtOH (120 mL). SnCl2.H2O (46.6 g, 206 mmol, 5.00 equiv) was added and the mixture was refluxed for 18 hours. The reaction mixture was concentrated en vacuo and water was added to the residue. The mixture was basified to pH 8 with satd. NaHCO3 and extracted with EtOAc (3×). The combined organic extracts were washed with satd. NaCl, dried over MgSO4, filtered and concentrated en vacuo. 8.10 g (92%) of the title compound was iolated as a purple solid.

Workup

  1. temperaturethe mixture was refluxed for 18 hours
  2. concentrationThe reaction mixture was concentrated en vacuo and water
  3. additionwas added to the residue
  4. extractionNaHCO3 and extracted with EtOAc (3×)
  5. washThe combined organic extracts were washed with satd
  6. dry with materialNaCl, dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated en vacuo

Sources & evidence

ORD record
ord-eeb61c366053448ca576cb419359892e
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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