4-Methylpyridine → HCID 86650122, compound

HRID 1662903Notes

Reaction equation

HRID 1662903 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1.[CH3:8][S:9]([O:12][CH2:13][CH2:14][S:15][S:16][CH2:17][CH2:18]OS(C)(=O)=O)(=[O:11])=[O:10].C(O[CH2:28][CH3:29])(=O)C>CN1CCCC1=O>[CH3:8][S:9]([O-:12])(=[O:11])=[O:10].[CH3:8][S:9]([O-:12])(=[O:11])=[O:10].[S:16]([CH2:17][CH2:18][N+:1]1[CH:6]=[CH:5][C:28]([CH3:29])=[CH:3][CH:2]=1)[S:15][CH2:14][CH2:13][N+:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 79634-MethylpyridineHCID 8857Ethyl AcetateHCID 231172092-Methanesulfonyloxyethyl disulfide

Product 1

HCID 86650122HCID 86650122, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

3.51 g of 4-picoline and 5 g of disulfanediyldiethane-2,1-diyl dimethanesulfonate are diluted in 5 mL of N-methylpyrrolidinone (NMP) and then heated at 80° C. with stirring for 2 hours. Stirring is continued at room temperature for 17 hours. The reaction medium is made up with 50 mL of ethyl acetate and then filtered, washed with three times 100 mL of EtOAC and dried under vacuum over P2O5. 7.29 g of brown powder are collected. The analyses indicate that the product is in accordance and pure.

Workup

  1. stirringStirring
  2. waitis continued at room temperature for 17 hours
  3. filtrationfiltered
  4. washwashed with three times 100 mL of EtOAC
  5. dry with materialdried under vacuum over P2O5
  6. custom7.29 g of brown powder are collected

Sources & evidence

ORD record
ord-af9052d607f9466b9eee372c7e53f127
Source dataset
uspto-grants-2011_10
Patent number
US08034125B2

Reaction notes

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