1,3-Propanedithiol → 2-Methyl-2-dichloromethyl-1,3-dithiane

HRID 1726316Notes

Reaction equation

HRID 1726316 reaction equation
[Cl:1][CH:2]([Cl:6])[C:3]([CH3:5])=O.[CH2:7]([SH:11])[CH2:8][CH2:9][SH:10]>C(Cl)(Cl)Cl>[CH3:5][C:3]1([CH:2]([Cl:6])[Cl:1])[S:11][CH2:7][CH2:8][CH2:9][S:10]1

Participants

4

Conditions

Temperature
0 °C

Procedure

In a three-necked flask equipped with a magnetic stirrer and having a nitrogen blanket at the inlet and outlet, are added 13.97 grams (0.11 mole) of 1,1-dichloroacetone, 10.8 grams (0.10 mole) of 1,3-propanedithiol and 50 milliliters of chloroform. The reaction mixture is cooled to 0° C. A slow steam of hydrogen chloride gas is then bubbled through the solution for approximately five minutes. Upon the reaction mixture reaching saturation, the mixture is allowed to set at room temperature for approximately thirty minutes. The solvent is then evaporated and a crude 2-methyl-2-dichloromethyl-1,3-dithiane derivative is expected in a yield of approximately 80-90%.

Workup

  1. customIn a three-necked flask equipped with a magnetic stirrer
  2. customA slow steam of hydrogen chloride gas is then bubbled through the solution for approximately five minutes
  3. waitto set at room temperature for approximately thirty minutes
  4. customThe solvent is then evaporated

Sources & evidence

ORD record
ord-29fe1302409a478d9dbffd98ed7a5383
Source dataset
uspto-grants-2009_02
Patent number
US07491790B2

Reaction notes

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