Thionyl Chloride → 3-Cyano-5-fluoro-benzoic acid chloride

HRID 469348Notes

Reaction equation

HRID 469348 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([F:12])[CH:11]=1)[C:6](O)=[O:7])#[N:2].S(Cl)([Cl:15])=O>>[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([F:12])[CH:11]=1)[C:6]([Cl:15])=[O:7])#[N:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 27579633-Cyano-5-fluorobenzoic acid

Product 1

HCID 219425933-Cyano-5-fluoro-benzoic acid chloride

Procedure

1.65 g (10.0 mmol) 3-cyano-5-fluorobenzoic acid were boiled for 2 h with 7.27 mL (100 mmol) thionyl chloride with stirring. The reaction mixture was evaporated to dryness i. vac. and coevaporated twice with toluene. The residue was reacted further as the crude product.

Workup

  1. customThe reaction mixture was evaporated to dryness i
  2. customThe residue was reacted further as the crude product

Sources & evidence

ORD record
ord-283c3667309b4b41b7d6e7a741c75ffd
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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