Phenyl isocyanate → HCID 22936478, compound

HRID 853232Notes

Reaction equation

HRID 853232 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-8442478409f345bbafdcb8a9d0f3f498
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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