Hydrochloric Acid → HCID 66704043, compound

HRID 425259Notes

Reaction equation

HRID 425259 reaction equation
Cl.C([NH:5][C:6]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:25])[CH:12]=2)[N:7]=1)(=O)C>[Fe]>[NH2:5][C:6]1[CH:15]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([NH2:22])=[CH:20][CH:21]=2)[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:25])[CH:12]=2)[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66703994HCID 66703994, compound

Product 1

HCID 66704043HCID 66704043, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

1.8 ml of concentrated hydrochloric acid were added dropwise to a suspension of 0.59 g of 2-acetylamino-6-chloro-4-(4-nitrophenyl)quinoline and 0.29 g of iron powder, and then the reaction mixture was heated under reflux for 4 hours and filtered while hot. The solvent was removed by distillation, an MPLC was carried out on an MPRC cartridge with a mixture of 10 parts by volume of dichloromethane and 1 part by volume of methanol, and the substance was obtained as a yellow viscous oil.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 4 hours
  3. filtrationfiltered while hot
  4. customThe solvent was removed by distillation
  5. additionan MPLC was carried out on an MPRC cartridge with a mixture of 10 parts by volume of dichloromethane and 1 part by volume of methanol
  6. customthe substance was obtained as a yellow viscous oil

Sources & evidence

ORD record
ord-cf5a644cc1f345eca141019a104d911d
Source dataset
uspto-grants-2012_01
Patent number
US08106204B2

Reaction notes

Loading…