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 275699Notes

Reaction equation

HRID 275699 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 (1L) 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-7cd5f8e6e98042609ddabaab2326264c
Source dataset
uspto-grants-2002_03
Patent number
US06352990B1

Reaction notes

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