Iodoethane → HCID 69522449, compound

HRID 856698Notes

Reaction equation

HRID 856698 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12]2[NH:16][N:15]=[N:14][N:13]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].I[CH2:24][CH3:25]>C(#N)C>[CH2:24]([N:13]1[C:12]([CH2:11][S:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[N:16][N:15]=[N:14]1)[CH3:25].[CH2:24]([N:14]1[N:15]=[N:16][C:12]([CH2:11][S:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[N:13]1)[CH3:25]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178526720HCID 178526720, compound

Product 2

HCID 69522449HCID 69522449, compoundHCID 69522609HCID 69522609, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To 5-[[(4-nitrophenyl)sulfanyl]methyl]-1,2,3,4-tetrazole (4.1 g) was added acetonitrile (203 ml), potassium carbonate (7.1 g) and iodoethane (3.3 ml) were added to the mixture, and the mixture was stirred for 140 hours at 50° C. The solvent was removed under reduced pressure, and to the obtained residue was added ethyl acetate, and the mixture was washed with water and saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure and the obtained residue was washed with hexane/ethyl acetate, to give 1-ethyl-5-[[(4-nitrophenyl)sulfanyl]methyl]-1,2,3,4-tetrazole and 2-ethyl-5-[[(4-nitrophenyl)sulfanyl]methyl]-1,2,3,4-tetrazole as mixture (4.2 g).

Workup

  1. additionwere added to the mixture
  2. customThe solvent was removed under reduced pressure
  3. additionto the obtained residue was added ethyl acetate
  4. washthe mixture was washed with water and saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. washthe obtained residue was washed with hexane/ethyl acetate

Sources & evidence

ORD record
ord-f1d5a89f47084416a26f6080e194085d
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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