Thionyl Chloride → 3-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carbonyl chloride

HRID 880025Notes

Reaction equation

HRID 880025 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:13])[N:5]([CH3:12])[CH:6]=[CH:7][C:8]=1[C:9](O)=[O:10].S(Cl)([Cl:16])=O>>[CH3:1][O:2][C:3]1[C:4](=[O:13])[N:5]([CH3:12])[CH:6]=[CH:7][C:8]=1[C:9]([Cl:16])=[O:10]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 229377543-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid2×

Product 1

HCID 867300823-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carbonyl chloride

Procedure

3-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (Intermediate 6) (0.44 g, 2.4 mmol) was stirred in thionyl chloride (2.00 mL, 27.4 mmol) at reflux for 2 h. The cooled mixture was concentrated and dried under vacuum. Intermediate 12A was used directly for the next step without further purification.

Workup

  1. temperatureat reflux for 2 h
  2. concentrationThe cooled mixture was concentrated
  3. customdried under vacuum
  4. customIntermediate 12A was used directly for the next step without further purification

Sources & evidence

ORD record
ord-dbb75d55af30415692c5a67e12d59162
Source dataset
uspto-grants-2015_03
Patent number
US08993557B2

Reaction notes

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