Thionyl Chloride → HCID 20484059, compound

HRID 566849Notes

Reaction equation

HRID 566849 reaction equation
[CH2:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](S)=[S:9])=[CH:6][CH:5]=1)[CH2:2][CH3:3].S(Cl)([Cl:15])=O>C(OCC)C>[CH2:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([Cl:15])=[S:9])=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 10888856HCID 10888856, compound

Product 1

HCID 20484059HCID 20484059, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a 300 ml three neck flask provided with a stirrer, thermometer, cooling tube, and dropping funnel were added 11.1 g (56.7 mmol) of the 4-propyldithiobenzoic acid obtained by the procedures described above and 60 ml of diethyl ether, and 13.5 g (113.4 mmol) of thionyl chloride was added dropwise thereto while being stirred at room temperature in 5 minutes, and further heated to reflux for 8 hours. From the reaction mixture, diethyl ether was distilled off, and unreacted thionyl chloride was distilled off under a reduced pressure to obtain 11.5 g of dark purplish red oily 4-propylthiobenzoic acid chloride.

Workup

  1. temperaturethermometer, cooling tube
  2. customobtained by the procedures
  3. additionwas added dropwise
  4. temperaturefurther heated
  5. temperatureto reflux for 8 hours
  6. distillationFrom the reaction mixture, diethyl ether was distilled off
  7. distillationunreacted thionyl chloride was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-a5ce5d1565204a51aad77871ebbd7253
Source dataset
uspto-grants-2001_01
Patent number
US06177154B1

Reaction notes

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