Thionyl Chloride → 4-Methylthiobenzoyl chloride

HRID 224465Notes

Reaction equation

HRID 224465 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>C1C=CC=CC=1>[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 chlorideYield 80%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 56 mmol (8.85 g) p-methylthiobenzoic acid, 40 ml benzene and 112 mmol (7.4 ml) thionyl chloride is boiled under reflux for 24 hours. The benzene and excess thionyl chloride are removed under vacuum to give p-methylthiobenzoyl chloride mp 48-52 in 80% yield.

Workup

  1. temperatureunder reflux for 24 hours
  2. customThe benzene and excess thionyl chloride are removed under vacuum

Sources & evidence

ORD record
ord-66e188364a464f80ba2ce746e11591ff
Source dataset
uspto-grants-1980_11
Patent number
US04232038

Reaction notes

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