Sodium Thiosulfate → HCID 23081168, compound

HRID 856124Notes

Reaction equation

HRID 856124 reaction equation
ClC1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([O:10]O)=O)[CH:3]=1.[CH2:12]([N:14]1C(CCC(C)=C)=[N:17][N:16]=[N:15]1)[CH3:13].S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH2:12]([N:14]1[C:7]([CH2:6][CH2:5][C:4]2([CH3:3])[CH2:8][O:10]2)=[N:17][N:16]=[N:15]1)[CH3:13]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 23081182HCID 23081182, compound

Product 1

HCID 23081168HCID 23081168, compoundYield 115.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperbenzoic acid (1.97 g, 7.99 mmol) was gradually added to a solution of 1-ethyl-5-(3-methyl-3-butenyl)-1H-tetrazole (0.95 g, 5.71 mmol) in methylene chloride (20 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature for 21 hours. To the reaction mixture, sodium thiosulfate aqueous solution and sodium hydrogencarbonate aqueous solution were added, and the resulting mixture was filtered. The organic layer was separated, washed with sodium hydrogencarbonate aqueous solution, dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure to afford 1-ethyl-5-[2-(2-methyl-2-oxiranyl)ethyl]-1H-tetrazole (1.2 g, quantitative) as a pale yellow oil.

Workup

  1. temperaturewhile cooling in an ice-bath
  2. filtrationthe resulting mixture was filtered
  3. customThe organic layer was separated
  4. washwashed with sodium hydrogencarbonate aqueous solution
  5. dry with materialdried over magnesium sulfate
  6. filtrationAfter filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-deebd6f3270a48c887eb5b20a8744f74
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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