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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285451Generated: October 27, 2026

Nitrobenzene → Azobenzene

https://huagongshe.com/reaction/2285451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
ReactantPhenyl isocyanateHCID 7672—
ReactantHCID 178418416HCID 178418416—
CatalystPalladium tetraphenylporphyrinHCID 136447763—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductAzobenzeneHCID 2272—

Reaction Conditions

Temperature235 °C

Reaction Steps

Into the autoclave previously described, 2 grams of palladium tetraphenylporphyrin and 30 grams of nitrobenzene are introduced and the total volume adjusted to 100 ml by means of orthodichlorobenzene. The reactor is closed and after scavenging with nitrogen, carbon monoxide is introduced until the pressure reaches 200 bars at 20° C. The autoclave is isolated and while maintaining an agitation is heated at 235° C. for 3 hours, then at 240° C. for 4 hours, 30 minutes. After cooling, the mixture is analyzed. The O.C.R. of the nitrobenzene is 94.7% and the selectivity for phenylisocyanate is 60.2%. No azobenzene is formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04323515
Source datasetuspto-grants-1982_04
ORD IDord-46b97913c3d4456eab80beb86f6f89d4
Source noteuspto-grants-1982_04