Phenyl isocyanate → HCID 18358153, compound

HRID 428293Notes

Reaction equation

HRID 428293 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[CH:22]=[CH:21][C:12]([C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])=[CH:11][CH:10]=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:13]([C:12]1[CH:21]=[CH:22][C:9]([NH:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:30]([NH:29][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:31])=[CH:10][CH:11]=1)(=[O:14])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 11737779{4-[(2-Aminophenyl)amino]phenyl}(Phenyl)methanone2×

Product 1

HCID 18358153HCID 18358153, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-(2-aminophenylamino)benzophenone (Compound 101, 0.58 g, 2 mmol) in toluene (10 ml) was added phenylisocyanate (0.22 ml, 2 mmol). The reaction mixture was heated for 20 hours on a steam bath. After cooling the reaction mixture to room temperature the resulting precipitate was collected by filtration and washed with toluene. The crude product was dissolved in hot isopropanol and crystallized on the addition of water to afford the title compound.

Workup

  1. temperatureThe reaction mixture was heated for 20 hours on a steam bath
  2. filtrationwas collected by filtration
  3. washwashed with toluene
  4. dissolutionThe crude product was dissolved in hot isopropanol
  5. customcrystallized on the addition of water

Sources & evidence

ORD record
ord-c487ebc39e22411088a8cb1ce4d96e71
Source dataset
uspto-grants-2001_11
Patent number
US06313174B1

Reaction notes

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