Thionyl Chloride → 4-Fluoro-3-nitrobenzoyl chloride

HRID 605125Notes

Reaction equation

HRID 605125 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].O=S(Cl)[Cl:16]>ClCCCl>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:16])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 679874-Fluoro-3-nitrobenzoic acid

Product 1

HCID 27833474-Fluoro-3-nitrobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-Fluoro-3-nitro-benzoic acid (1.00 g, 5.40 mmol) dissolved in 1,2-dichloroethane (30 mL) was added SOCl2 (6.42 g, 54.0 mmol). The reaction mixture was then heated to 80° C. for 16 hrs. At this time the reaction mixture was cooled to room temperature and the solvent removed under vacuum to provide the title product.

Workup

  1. temperatureAt this time the reaction mixture was cooled to room temperature
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-fbb9d5d9fb8640eeb6fdbdf1c82dc223
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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