Stannous Chloride → HCID 22411260, compound

HRID 1406496Notes

Reaction equation

HRID 1406496 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:8])([O-])=O.Cl[Sn]Cl>C(O)C.C([O-])(O)=O.[Na+]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][C:18]=1[NH2:19])[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:8]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 53867334HCID 53867334, compound

Product 1

HCID 22411260HCID 22411260, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

A mixture of 3,4-dinitro-N-pyridin-2-yl-benzamid (725 mg, 2.5 mmol) and SnCl2×2H2O (5.7 g, 25.2 mmol) was stirred in 20 mL ethanol under argon. After stirring for 1 h the mixture was cooled and diluted with sat. NaHCO3 (aq). The aq. phase was extracted with ethyl acetate, dried over Na2SO4 and concentrated i.vac. The residue was purified by chromatography on silica gel (eluent gradient: dichloromethane/methanol=50:1->10:1)

Workup

  1. temperaturewas cooled
  2. extractionThe aq. phase was extracted with ethyl acetate
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated i.vac
  5. customThe residue was purified by chromatography on silica gel (eluent gradient: dichloromethane/methanol=50:1->10:1)

Sources & evidence

ORD record
ord-1db02db1b47c4294a639f1c2e80d6b42
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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