Phenyl isocyanate → HCID 22936478, compound

HRID 1433360Notes

Reaction equation

HRID 1433360 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19][CH3:20])=[C:14]([C:17]#[N:18])[CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[C:23]1([N:29]=[C:30]=[O:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1(C)C=CC=CC=1>[C:17]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:19][CH3:20])[N:10]=[CH:9][CH:8]=[C:7]2[O:6][C:5]1[CH:21]=[CH:22][C:2]([NH:1][C:30]([NH:29][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:31])=[CH:3][CH:4]=1)#[N:18]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 22936407HCID 22936407, compound

Product 1

HCID 22936478HCID 22936478, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(4-Aminophenoxy)-6-cyano-7-methoxyquinoline (148 mg) was added to 5.5 ml of toluene, and the mixture was heated to reflux. After then adding phenyl isocyanate (0.08 ml), the mixture was further heated to reflux for 1 hour. After cooling, the precipitated solid was filtered out and washed with ethyl acetate/toluene=1/1 to obtain 150 mg of the title compound as light brown crystals.

Workup

  1. temperaturethe mixture was heated to reflux
  2. temperatureto reflux for 1 hour
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid was filtered out
  5. washwashed with ethyl acetate/toluene=1/1

Sources & evidence

ORD record
ord-23a279a42dac434882fc2bceab5e095c
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

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