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Tin tetrachloride dihydrate → HCID 178507836, compound

HRID 1943758
Notes
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Reaction equation

HRID 1943758 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([OH:8])[C:3]=1[N+:9]([O-])=O.O.O.[Sn](Cl)(Cl)(Cl)Cl>C(O)C>[NH2:9][C:3]1[C:4]([OH:8])=[N:5][CH:6]=[CH:7][C:2]=1[Cl:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 85782573Tin tetrachloride dihydrateHCID 178526742HCID 178526742, compound

Product 1

HCID 178507836HCID 178507836, compoundYield 46.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-chloro-3-nitro-pyridin-2-ol (1.69 g, 9.72 mmol) and tin tetrachloride dihydrate (SnCl2.2H2O) (10.97 g, 48.62 mmol) was dissolved in ethanol (32 ml), heated to 70□ and stirred for 2 hours. The reaction mixture was cooled to room temperature and the ethanol was evaporated under reduced pressure. The residue was neutralized with saturated aqueous solution of sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to obtain pale-yellow solid (650 mg, 46%).

Workup

  1. temperatureheated to 70□
  2. customthe ethanol was evaporated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layer was washed with water and saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-25890cb29281430dab1148d418f157c6
Source dataset
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08394792B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes