Stannous chloride dihydrate → HCID 178507445, compound

HRID 56601Notes

Reaction equation

HRID 56601 reaction equation
O.O.[Sn](Cl)Cl.[N+:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:19][N:18]=[C:17]([C:20]([F:23])([F:22])[F:21])[N:16]=2)=[CH:11][CH:10]=1)([O-])=O.C(=O)(O)[O-].[Na+]>C(O)C>[F:23][C:20]([F:21])([F:22])[C:17]1[N:16]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([NH2:6])=[CH:14][CH:13]=2)[NH:19][N:18]=1

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 178526545HCID 178526545, compound

Product 1

HCID 178507445HCID 178507445, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

8.9 g (39.7 mmol, 4 eq.) of tin(II) chloride dihydrate were added to a solution of 2.7 g (9.9 mmol) of 5-(4-nitrophenyl)-3-(trifluoromethyl)-1H-1,2,4-triazole in 110 ml of ethanol, and the mixture was stirred at 70° C. for 1 h. The reaction mixture was poured into ice-water, and sodium bicarbonate was added carefully until a pH of 8 had been reached. The mixture was filtered through a filter layer and the residue was washed with ethyl acetate. After phase separation, the aqueous phase was washed twice with ethyl acetate. The combined organic phases were washed with aqueous sodium chloride solution, dried (magnesium sulphate), filtered and concentrated under reduced pressure. Yield: 1.9 g (79% of theory)

Workup

  1. additionwas added carefully until a pH of 8
  2. filtrationThe mixture was filtered through a filter layer
  3. washthe residue was washed with ethyl acetate
  4. customAfter phase separation
  5. washthe aqueous phase was washed twice with ethyl acetate
  6. washThe combined organic phases were washed with aqueous sodium chloride solution
  7. dry with materialdried (magnesium sulphate)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-69cccf63d9c444559bb82565f8bad6bb
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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