Thionyl Chloride → 4-Methylthiobenzoyl chloride

HRID 261404Notes

Reaction equation

HRID 261404 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[S:7])=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>ClCCl>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[S:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1784259114-Methylthiobenzoic acid

Product 1

HCID 155550054-Methylthiobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 50 g. of 4-methylthiobenzoic acid in dichloromethane is treated with excess thionyl chloride at its reflux temperature until no acid remains (according to infrared spectral analysis). Distillation at reduced pressure (b.p. 140° C./0.2 mm. Hg) provides a clear liquid which gradually solidifies to provide 4-methylthiobenzoyl chloride.

Workup

  1. temperaturereflux temperature until no acid
  2. distillationDistillation at reduced pressure (b.p. 140° C./0.2 mm. Hg)
  3. customprovides a clear liquid which

Sources & evidence

ORD record
ord-aec46f16714e4ed4b46d08350a2c14ab
Source dataset
uspto-grants-1979_08
Patent number
US04165383

Reaction notes

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