2,3-Dimethyl-8-(2,4-dichlorophenyl)-5,6-dihydroimidazo[1,2-a]pyridine → 2,3-Dimethyl-8-(2,4-dichlorophenyl)imidazo[1,2-a]pyridine

HRID 488729Notes

Reaction equation

HRID 488729 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([C:10]3[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=3[Cl:17])=[CH:8][CH2:7][CH2:6][N:5]2[C:18]=1[CH3:19]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([C:10]3[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=3[Cl:17])=[CH:8][CH:7]=[CH:6][N:5]2[C:18]=1[CH3:19]

Participants

4

Reactant 1

HCID 222673202,3-Dimethyl-8-(2,4-dichlorophenyl)-5,6-dihydroimidazo[1,2-a]pyridine

Product 1

HCID 222673342,3-Dimethyl-8-(2,4-dichlorophenyl)imidazo[1,2-a]pyridine

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

2,3-Dimethyl-8-(2,4-dichlorophenyl)-5,6-dihydroimidazo[1,2-a]pyridine (3) (29.3 g, 0.1 mol) is dissolved in methylene chloride (1 L) and activated manganese dioxide (120 g) is added. The mixture is heated at reflux for 16 hours with stirring. The catalyst is removed by filtration of the reaction through a Celite pad and the filtrate is evaporated to a solid (4).

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 16 hours
  3. customThe catalyst is removed by filtration of the reaction through a Celite pad
  4. customthe filtrate is evaporated to a solid (4)

Sources & evidence

ORD record
ord-92e0d087cc8e465ab6a72e1d48864c6c
Source dataset
uspto-grants-2005_12
Patent number
US06974808B2

Reaction notes

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