Benzene → Phenyl isocyanate

HRID 1576123Notes

Reaction equation

HRID 1576123 reaction equation
[N:1]([C:3]1C=CC=CC=1)=O.[C]=[O:10].[CH:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[Pd]>[C:11]1([N:1]=[C:3]=[O:10])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 11473NitrosobenzeneHCID 178418416HCID 178418416, compound

Product 1

HCID 7672Phenyl isocyanate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
190 °C

Procedure

The procedure of Example 14 is repeated using 12.3 parts of nitrosobenzene, 80 parts of benzene, 10 parts of 5% palladium on carbon and 0.44 part of stannic chloride. After carbon monoxide is introduced to a pressure of 4,000 p.s.i., the pressure vessel is heated at 190°C. for 5 hours. Phenyl isocyanate is obtained.

Sources & evidence

ORD record
ord-b1d15637b48a418abed8ec00d6c42544
Source dataset
uspto-grants-1976_09
Patent number
US03979427

Reaction notes

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