Thionyl Chloride → HCID 25231977, compound

HRID 1472609Notes

Reaction equation

HRID 1472609 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][C:11]([I:14])=[C:10]([C:15](O)=[O:16])[C:9]2=[O:18])=[CH:4][CH:3]=1.O=S(Cl)[Cl:21]>CN(C=O)C.C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][C:11]([I:14])=[C:10]([C:15]([Cl:21])=[O:16])[C:9]2=[O:18])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 595946501-(4-Fluorophenyl)-4-iodo-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Product 1

HCID 25231977HCID 25231977, compoundYield 95.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 1-(4-fluorophenyl)-4-iodo-2-oxo-1,2-dihydropyridine-3-carboxylic acid (200 mg, 0.557 mmol), SOCl2 (330 mg, 2.78 mmol) and one drop of DMF in toluene (30 mL) was refluxed for 2 h. The mixture was concentrated under vacuum to afford crude 1-(4-fluoro-phenyl)-4-iodo-2-oxo-1,2-dihydro-pyridine-3-carbonyl chloride (200 mg, 95%).

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-341e7e0859b44140a92682fb6cbdc4f5
Source dataset
uspto-grants-2015_04
Patent number
US09012635B2

Reaction notes

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