1,3-Dimethoxybenzene → 1-Chloro-2,4-dimethoxybenzene

HRID 986634Notes

Reaction equation

HRID 986634 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[CH:4]=1.S(Cl)([Cl:14])(=O)=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([O:9][CH3:10])[CH:6]=[CH:7][C:8]=1[Cl:14]

Participants

3

Reactant 2

HCID 90251,3-DimethoxybenzeneHCID 24648Sulfuryl chloride

Product 1

HCID 1389051-Chloro-2,4-dimethoxybenzene

Conditions

Temperature
10 °C

Procedure

Into a triple-necked flask of 500 cm3, provided with a magnetic stirring system, with a thermometer, with a calcium chloride trap and a dropping funnel, and cooled to 10° C., were introduced successively 97.5 (0.70 mole) of 1,3-dimethoxy benzene and then drop by drop 96.5 g (0.70 mole) of sulfuryl chloride. Once the addition was ended, the solution was brought back to ambient temperature and allowed to stand 2 h and then distilled.

Workup

  1. customInto a triple-necked flask of 500 cm3, provided with a magnetic stirring system, with a thermometer, with a calcium chloride trap and a dropping funnel
  2. additionOnce the addition
  3. customwas brought back to ambient temperature
  4. distillationdistilled

Sources & evidence

ORD record
ord-c86200db071b4a38a3851ad47495870e
Source dataset
uspto-grants-1987_12
Patent number
US04714700

Reaction notes

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