Tin tetrachloride → HCID 18432367, compound

HRID 2268000Notes

Reaction equation

HRID 2268000 reaction equation
CS([S:5][CH2:6][CH2:7][S:8][C:9]1[C:10]([CH3:19])=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=[O:13])(=O)=O.[Sn](Cl)(Cl)(Cl)Cl>C(Cl)Cl>[CH3:19][C:10]1[C:9]2[S:8][CH2:7][CH2:6][S:5][C:18]=2[CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

4

Reactant 2

HCID 24287Tin tetrachlorideHCID 18432357HCID 18432357, compound

Product 1

HCID 18432367HCID 18432367, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

49.2 g (0.154 mol) of methyl 3-(2-methylsulfonylthio-ethylthio)-2-methylbenzoate were dissolved in 500 ml of methylene chloride, 80.2 g (0.308 mol) of tin tetrachloride were added and the mixture was heated under reflux for three hours and stirred at room temperature for another ten hours. The mixture was then washed with water and saturated sodium bicarbonate solution and the organic phase was separated off, dried and concentrated. The oil that remained was chromatographed over silica gel using ethyl acetate/cyclohexane=1/10.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for three hours
  3. washThe mixture was then washed with water and saturated sodium bicarbonate solution
  4. customthe organic phase was separated off
  5. customdried
  6. concentrationconcentrated
  7. customThe oil that remained was chromatographed over silica gel

Sources & evidence

ORD record
ord-825189fc34c04e8280884c4ee1c7a0f0
Source dataset
uspto-grants-2001_12
Patent number
US06326333B1

Reaction notes

Loading…