Potassium Carbonate → 2-(4-Methyl-2-nitro-phenylsulfanyl)-pyridine

HRID 2358824Notes

Reaction equation

HRID 2358824 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5](OS(C(F)(F)F)(=O)=O)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[SH:25].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:25][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][N:19]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 713468894-Methyl-2-nitrophenyl trifluoromethanesulfonateHCID 178418616HCID 178418616, compound

Product 1

HCID 684584452-(4-Methyl-2-nitro-phenylsulfanyl)-pyridineYield 83.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from the reaction of trifluoro-methanesulfonic acid 4-methyl-2-nitro-phenyl ester (3.50 g, 12.27 mmol) reacting with pyridine-2-thiol (2.046 g, 18.41 mmol), and K2CO3 (2.968 g, 21.48 mmol) in DMF at 100° C. for 16 h the reaction mixture was then cooled to room temperature and diluted with water, extracted with EtOAc Dried over Na2SO4, filtered and concentrated under vacuum giving the title compound (2.52 g, 78%).

Workup

  1. extractionextracted with EtOAc
  2. dry with materialDried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-13992f5a72ea4b198fe795cfe56f213d
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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