Thionyl Chloride → HCID 117770720, compound

HRID 1526361Notes

Reaction equation

HRID 1526361 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[C:4](=[O:17])[C:3]=1[CH:18]=[N:19]O.S(Cl)(Cl)=O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[C:4](=[O:17])[C:3]=1[C:18]#[N:19]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 117770254HCID 117770254, compound

Product 1

HCID 117770720HCID 117770720, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-(4-chloro-3-((hydroxyimino)methyl)-2-oxopyridin-1(2H)-yl)-3-fluorobenzonitrile obtained in Step D (8.0 g) in acetonitrile (180 mL) was added thionyl chloride (3.98 mL) at room temperature. The reaction mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and the residue was crystallized from diisopropyl ether/methanol. The obtained solid was collected by filtration to give the title compound (7.05 g).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was crystallized from diisopropyl ether/methanol
  3. filtrationThe obtained solid was collected by filtration

Sources & evidence

ORD record
ord-f430d35a6c334a96a8cfe44a4a5a651e
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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