HCID 23503598, compound → 4-(2,3,4-Trimethoxy-6-methylbenzoyl)-2,3,5-trichloropyridine

HRID 1835423Notes

Reaction equation

HRID 1835423 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[CH:14]([C:16]1[C:21]([Cl:22])=[CH:20][N:19]=[C:18]([Cl:23])[C:17]=1[Cl:24])[OH:15]>[O-2].[O-2].[Mn+4].C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[C:14]([C:16]1[C:21]([Cl:22])=[CH:20][N:19]=[C:18]([Cl:23])[C:17]=1[Cl:24])=[O:15]

Participants

4

Reactant 1

HCID 23503598HCID 23503598, compound

Product 1

HCID 235035964-(2,3,4-Trimethoxy-6-methylbenzoyl)-2,3,5-trichloropyridineYield 87%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

16.2 g of manganese dioxide was added to a toluene (180 ml) solution of 5.6 g of (2,3,4-trimethoxy-6-methylphenyl)(2,3,5-trichloro-4-pyridyl)methanol obtained in step (a), followed by stirring under reflux by heating for 3 hours. After the mixture was cooled, it was subjected to filtration, and the solvent was distilled off under reduced pressure to obtain 4.7 g (yield 87%) of 4-(2,3,4-trimethoxy-6-methylbenzoyl)-2,3,5-trichloropyridine (compound No. 186; m.p. 60-61° C.).

Workup

  1. temperatureunder reflux
  2. temperatureby heating for 3 hours
  3. temperatureAfter the mixture was cooled
  4. filtrationit was subjected to filtration
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ba011673e34a462abdaa307bf36f24ee
Source dataset
uspto-grants-2004_08
Patent number
US06770662B2

Reaction notes

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