Stannous chloride dihydrate → HCID 22629949, compound

HRID 2306876Notes

Reaction equation

HRID 2306876 reaction equation
[Cl:1][C:2]1[C:10]([CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[N+:20]([O-])=O)=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1.O.O.[Sn](Cl)Cl>C(O)C>[Cl:1][C:2]1[C:10]([CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[NH2:20])=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 22629952HCID 22629952, compound

Product 1

HCID 22629949HCID 22629949, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The material from step 1 dissolved in ethanol (5 mL) was combined with a solution of tin dichloride dihydrate (12 mmol) in ethanol (5 mL) and heated to 70 for 5 h. The solvent was removed under a stream of nitrogen and the residue was redissolved in a mix of dichloromethane and 1 N NaOH solution. The mixture was applied to an Extrelut QE solid phase extraction column that was prepped with 1 N NaOH solution. The organic was collected and the solvent was removed under a stream of nitrogen. The residue was redissolved in diethyl ether and treated with 4 N HCl in dioxane. The precipate was collected to give the product as the HCl salt.

Workup

  1. temperatureheated to 70 for 5 h
  2. customThe solvent was removed under a stream of nitrogen
  3. dissolutionthe residue was redissolved in
  4. additiona mix of dichloromethane and 1 N NaOH solution
  5. extractionThe mixture was applied to an Extrelut QE solid phase extraction column that
  6. customThe organic was collected
  7. customthe solvent was removed under a stream of nitrogen
  8. dissolutionThe residue was redissolved in diethyl ether
  9. additiontreated with 4 N HCl in dioxane
  10. customThe precipate was collected

Sources & evidence

ORD record
ord-80ea255dc5c445478ede49fe9a4ebadb
Source dataset
uspto-grants-2004_12
Patent number
US06828446B2

Reaction notes

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