Dimethyl Sulfoxide → HCID 24752503, compound

HRID 252255Notes

Reaction equation

HRID 252255 reaction equation
Br[C:2]1[S:6][C:5]([NH:7][C:8]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)(=[O:13])=[O:12])=[O:9])=[N:4][CH:3]=1.[CH3:21][S:22](C)=O>CO>[Cl:20][C:16]1[CH:15]=[C:14]([S:11]([NH:10][C:8](=[O:9])[NH:7][C:5]2[S:6][C:2]([S:22][CH3:21])=[CH:3][N:4]=2)(=[O:13])=[O:12])[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 24780158HCID 24780158, compound

Product 1

HCID 24752503HCID 24752503, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methane thiolate (0.42 g, 6.0 mmol) was added to a suspension of N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-3-chlorobenzenesulfonamide (0.60 g, 1.5 mmol) in methanol (30 ml). The mixture was heated under refluxed for 60 hours and concentrated under reduced pressure. A part of the crude (80 mg) was dissolved in acetonitrile-water and acidified using acetic acid. The precipitate formed was redissolved in DMSO and purified by preparative RP-HPLC: 14 mg lyophilisate, MS: m/e 362.1 (MH−).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder refluxed for 60 hours
  3. concentrationconcentrated under reduced pressure
  4. dissolutionA part of the crude (80 mg) was dissolved in acetonitrile-water
  5. customThe precipitate formed
  6. custompurified by preparative RP-HPLC

Sources & evidence

ORD record
ord-342c24d83a67499789361b87136fa3c3
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Reaction notes

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