HCID 57722982, compound → HCID 57722990, compound

HRID 1987029Notes

Reaction equation

HRID 1987029 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:17]2[C:12](=[C:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[CH2:11][CH2:10][C:9]1=[O:27]>ClC1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:17]2[C:12](=[C:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])[CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[CH:11]=[CH:10][C:9]1=[O:27]

Participants

4

Reactant 1

HCID 57722982HCID 57722982, compound

Product 1

HCID 57722990HCID 57722990, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 7964ChlorobenzeneSolvent

Procedure

1,5-bis(2-chlorophenyl)-7-methoxy-3,4-dihydro-2(1H)-quinolinone (0.85 g, 2.134 mmol) and manganese dioxide (5 g) were heated in chlorobenzene (50 ml) under reflux for 17 h. After cooling, the chlorobenzene was removed in vacuo, ethyl acetate (80 ml) added to the residue, then filtered through celite. The filtrate was evaporated in vacuo to afford the title compound as a yellow solid (0.82 g, 97%)

Workup

  1. temperatureunder reflux for 17 h
  2. temperatureAfter cooling
  3. customthe chlorobenzene was removed in vacuo, ethyl acetate (80 ml)
  4. additionadded to the residue
  5. filtrationfiltered through celite
  6. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-bb2e8340f4bb4307a8995fc99d2d3f8c
Source dataset
uspto-grants-2009_06
Patent number
US07550480B2

Reaction notes

Loading…