Thionyl Chloride → 3-Methylpyridine-4-carbonyl chloride

HRID 1172921Notes

Reaction equation

HRID 1172921 reaction equation
[CH3:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:13])=O>C(Cl)Cl>[CH3:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:13])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15020033-Methyl-isonicotinic acid

Product 1

HCID 132858643-Methylpyridine-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3-methylisonicotinic acid (100 mg, 0.729 mmol) suspended in DCM (2.5 mL) was added thionyl chloride (260 mg, 2.188 mmol). The reaction mixture was stirred at room temperature for about 3 hours. The solvent was removed under reduced pressure and the residue was dried under high vacuum for 1 hour to give 3-methyl-isonicotinoyl chloride.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was dried under high vacuum for 1 hour

Sources & evidence

ORD record
ord-1a1eef46b93945d4997458381914c3a8
Source dataset
uspto-grants-2010_11
Patent number
US07834039B2

Reaction notes

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