Thionyl Chloride → 4-Methylthiobenzoyl chloride

HRID 1439028Notes

Reaction equation

HRID 1439028 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>CN(C)C=O>[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 6228DimethylformamideCatalyst

Procedure

4-Methylthiobenzoic acid, 16.8 g (0.1 mole) is refluxed for 30 minutes in 50 ml of thionyl chloride (SOCl2) and 1 drop of dimethylformamide (DMF). The thionyl chloride is removed under vacuum and azeotroped with 50 ml of benzene to give 4-methylthiobenzoyl chloride as an oil.

Workup

  1. customThe thionyl chloride is removed under vacuum
  2. customazeotroped with 50 ml of benzene

Sources & evidence

ORD record
ord-b7ef452265ec4dd79cc1e3a73c20dcdb
Source dataset
uspto-grants-1977_11
Patent number
US04057642

Reaction notes

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