Nitrobenzene → 1-(4-Methylphenyl)-3-phenylurea

HRID 972251Notes

Reaction equation

HRID 972251 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-])=O.[C:10]([O-:13])(=O)C.[K+].[Se].[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1>O1CCCC1>[C:20]1([CH3:23])[CH:21]=[CH:22][C:17]([NH:16][C:10]([NH:1][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[O:13])=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 7416NitrobenzeneHCID 7813p-ToluidineHCID 517044Potassium AcetateHCID 6326970Selenium

Product 1

HCID 5721701-(4-Methylphenyl)-3-phenylurea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
180 °C

Procedure

Ten milliliters of nitrobenzene, 100 milliliters of tetrahydrofuran, 1.0 gram potassium acetate, 1.0 gram selenium and 21.4 grams of p-toluidine are charged to the autoclave which is then flushed and pressured to 800 psig with carbon monoxide. The temperature is raised to 180° C. for one hour giving 1-p-tolyl-3-phenylurea as product.

Workup

  1. customis then flushed

Sources & evidence

ORD record
ord-18802182db8c4af2ae36e5ffa8b87fbd
Source dataset
uspto-grants-1977_10
Patent number
US04052454

Reaction notes

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