4,7-Dichloroquinoline → HCID 15654508, compound

HRID 1190910Notes

Reaction equation

HRID 1190910 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Cl[C:10]1[C:19]2[C:14](=[CH:15][C:16]([Cl:20])=[CH:17][CH:18]=2)[N:13]=[CH:12][CH:11]=1>CCO>[Cl:20][C:16]1[CH:15]=[C:14]2[C:19]([C:10]([NH:1][C:2]3[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=3)=[CH:11][CH:12]=[N:13]2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 68664,7-DichloroquinolineHCID 115683-Aminophenol

Product 1

HCID 15654508HCID 15654508, compoundYield 180.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-aminophenol (5.00 g, 25.25 mmol) and 4,7-dichloroquinoline (2.76 g, 1 eq) were refluxed overnight in 5 mL of EtOH. The reaction mixture was then evaporated and purified by flash chromatography (DCM/MeOH/NH4OH 9:1:0.1) to yield expected compound as a pale yellow solid (6.8 g, 99% yield). LC-MS: m/z (ESI) 271.2 [M+H]+;

Workup

  1. customThe reaction mixture was then evaporated
  2. custompurified by flash chromatography (DCM/MeOH/NH4OH 9:1:0.1)

Sources & evidence

ORD record
ord-b4ebae488951411d8fc3fdddd71abd55
Source dataset
uspto-grants-2014_03
Patent number
US08680095B2

Reaction notes

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