Thionyl Chloride → 5-Fluoro-2-nitrobenzoyl chloride

HRID 77368Notes

Reaction equation

HRID 77368 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:16])=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([Cl:16])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 27374205-Fluoro-2-nitrobenzoic acid

Product 1

HCID 156548685-Fluoro-2-nitrobenzoyl chlorideYield 100%

Procedure

5-Fluoro-2-nitrobenzoic acid (15.0 g, 81.0 mmol) was refluxed in thionyl chloride (67.5 g, 567 mmol) for 2.5 hours. The reaction mixture was allowed to cool to room temperature and the excess thionyl chloride removed under reduced pressure, to afford 5-fluoro-2-nitrobenzoyl chloride (16.5 g, 81.0 mmol).

Workup

  1. customthe excess thionyl chloride removed under reduced pressure

Sources & evidence

ORD record
ord-66de208b473549c79f86dd63f76b78ae
Source dataset
uspto-grants-2014_09
Patent number
US08841289B2

Reaction notes

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