HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914406Generated: November 4, 2026
Diphenylamine → 2'-Nitro-N,N-diphenyl[1,1'-biphenyl]-4-amine
https://huagongshe.com/reaction/1914406
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diphenylamine | HCID 11487 | — |
| Reactant | 4'-Chloro-2-nitro-1,1'-biphenyl | HCID 235549 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | M-Xylene | HCID 7929 | — |
| Product | 2'-Nitro-N,N-diphenyl[1,1'-biphenyl]-4-amine | HCID 68927322 | 47.8% |
Reaction Steps
A mixed solution of 2.0 g of 2-(4-chlorophenyl)nitrobenzene, 1.7 g of diphenylamine, 0.99 g of t-butoxysodium, 0.19 g of (tris-t-butylphosphine)tetrafluoroborate, 0.43 g of bis(dibenzylideneacetone)palladium(0) and 30 ml of m-xylene was heated and stirred under a nitrogen gas stream at 140° C. for 5 hours. The solution was cooled to room temperature and filtered through Celite. The filtrate was evaporated, and then the concentrate was purified by silica gel column chromatography and vacuum-dried to obtain 1.5 g of 2-(4-diphenylaminophenyl)nitrobenzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08610345B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-44867f82eb1343d68e720ccc6377a44a |
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| Source note | uspto-grants-2013_12 |
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