Thionyl Chloride → 2-Chloro-6-methylbenzoyl chloride

HRID 928534Notes

Reaction equation

HRID 928534 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:14])=O.C(Cl)(=O)C(Cl)=O>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4]([Cl:14])=[O:5]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 65578Oxalyl chlorideHCID 888702-Chloro-6-methylbenzoic acid

Product 1

HCID 223820402-Chloro-6-methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In one embodiment, the step comprises combining 2-chloro-6-methylbenzoic acid with, e.g., thionyl chloride or oxalyl chloride, optionally in the presence of a catalytic amount of DMF, to afford 2-chloro-6-methylbenzoyl chloride.

Sources & evidence

ORD record
ord-9a7d3ff10c8e4dc99889dcfb35198025
Source dataset
uspto-grants-2016_03
Patent number
US09290497B2

Reaction notes

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