Thionyl Chloride → 4-Fluoro-2-nitrobenzoyl chloride

HRID 437619Notes

Reaction equation

HRID 437619 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.S(Cl)([Cl:16])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:16])=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 27374164-Fluoro-2-nitrobenzoic acid

Product 1

HCID 133524084-Fluoro-2-nitrobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a stirred mixture of 76 parts of 4-fluoro-2-nitrobenzoic acid and 225 parts of benzene are added dropwise 71 parts of sulfinyl chloride. Upon completion, stirring is continued first for 5 hours at reflux and further overnight at room temperatue. The reaction mixture is evaporated. The residue is taken up twice in benzene and the latter is evaporated each time, yielding 85 parts of 4-fluoro-2-nitrobenzoyl chloride as a residue.

Workup

  1. temperatureat reflux and further overnight at room temperatue
  2. customThe reaction mixture is evaporated
  3. customthe latter is evaporated each time

Sources & evidence

ORD record
ord-f6d8aff7fb8f461c8cfc83818fd92f64
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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