Cesium carbonate → HCID 60204796, compound

HRID 2358576Notes

Reaction equation

HRID 2358576 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5](Cl)=[CH:4][C:3]=1[OH:12].[C:13]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([SH:23])=[CH:19][CH:18]=1)(=[O:15])[CH3:14].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.C(OCC)(=O)C>[OH:12][C:3]1[C:2]([CH3:1])=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[C:5]([S:23][C:20]2[CH:19]=[CH:18][C:17]([NH:16][C:13](=[O:15])[CH3:14])=[CH:22][CH:21]=2)[CH:4]=1

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 707774'-MercaptoacetanilideHCID 57469902HCID 57469902, compound

Product 1

HCID 60204796HCID 60204796, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-Methyl-4-nitro-5-chloro phenol (1.5 g, 8.0 mmol), 4-Acetamido thiophenol (1.6 g, 8.8 mmol) and cesium carbonate (5.74 g, 17.6 mmol) in DMF (10 mL) was heated 2.5 h at 100° C. The mixture was cooled, diluted with ethyl acetate (100 mL) and the organic layer washed with water and aqueous 10% sodium chloride solution, then, dried over anhydrous sodium sulfate. The drying agent was filtered and the solvent removed under vacuum leaving the title compound as a solid (2.5 g, 81%).

Workup

  1. temperatureThe mixture was cooled
  2. washthe organic layer washed with water and aqueous 10% sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationThe drying agent was filtered
  5. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-fec8be4b5a074e1b8e2c0032a480e8ac
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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