Thionyl Chloride → 4-(Methylthio)phenylacetyl chloride

HRID 1090868Notes

Reaction equation

HRID 1090868 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1.S(Cl)([Cl:15])=O>>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([Cl:15])=[O:12])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 49839124-(Methylthio)phenylacetic acid

Product 1

HCID 150201874-(Methylthio)phenylacetyl chlorideYield 68.7%

Conditions

Temperature
90 °C

Procedure

A mixture of 158 g (0.87 mole) of 4-methylthiophenylacetic acid and 150 ml (2 moles) of thionyl chloride was heated at 90° C. for 2 hours. After completion of the reaction, an excess of thionyl chloride was distilled off under reduced pressure, giving about 120 g of 4-methylthiophenylacetyl chloride as a black oily product. The oily product thus obtained was subjected to the subsequent reaction without isolation and purification.

Workup

  1. customAfter completion of the reaction
  2. distillationan excess of thionyl chloride was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d309e57cf83d4b5591b955d4b38d5e17
Source dataset
uspto-grants-1992_01
Patent number
US05082974

Reaction notes

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