Isonicotinic Acid → Pyridine-4-carbonyl chloride

HRID 1935302Notes

Reaction equation

[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O>>[N:5]1[CH:6]=[CH:7][C:2]([C:1]([Cl:12])=[O:9])=[CH:3][CH:4]=1

Participants

Reactant 2

HCID 5922Isonicotinic Acid

HCID 24386Thionyl Chloride

Product 1

HCID 417436Pyridine-4-carbonyl chloride

Conditions

Temperature: 70 °C

Procedure

Isonicotinic acid (1.27 g, 10.36 mMole) was added to thionyl chloride (30 mL) and the mixture heated to 70° C. After 1 hour the solution was cooled, concentrated under reduced pressure and co-evaporated with ethyl acetate (2×30 mL). The residue was used as such in the following step.

Workup

temperatureAfter 1 hour the solution was cooled
concentrationconcentrated under reduced pressure and co-evaporated with ethyl acetate (2×30 mL)

Sources & evidence

ORD record: ord-049e880a411b4f1db1d7170734fcff32
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06387606B1

Reaction notes

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