4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline → HCID 22132714, compound

HRID 1857240Notes

Reaction equation

HRID 1857240 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.[Cl:23][C:24]1[C:25]([O:33][CH3:34])=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1>C1(C)C=CC=CC=1>[Cl:23][C:24]1[C:25]([O:33][CH3:34])=[C:26]([NH:30][C:31]([NH:22][C:19]2[CH:18]=[CH:17][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][CH:7]=3)=[CH:21][CH:20]=2)=[O:32])[CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 135346961-Chloro-3-isocyanato-2-methoxybenzene

Product 1

HCID 22132714HCID 22132714, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (58 mg) was dissolved in toluene (5 ml) with heat, 3-chloro-2-methoxyphenyl isocyanate (0.1 ml) was added, and the admixture was refluxed with heat for 22 minutes. The resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 75 mg of the title compound (yield: 80%).

Workup

  1. temperaturewith heat
  2. temperaturethe admixture was refluxed
  3. temperaturewith heat for 22 minutes
  4. customThe resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)

Sources & evidence

ORD record
ord-fc2806e27290466bb5873aa343dcfac4
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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