HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenylamine → 4-(diphenylamino)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenylamine | HCID 11487 | — |
| Reactant | 4-Chlorobenzonitrile | HCID 12163 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(diphenylamino)benzonitrile | HCID 9860239 | 90% |
Reaction Steps
The above general procedure was followed using 4-chlorobenzonitrile (138 mg, 1.00 mmol) and diphenylamine (169 mg, 1.00 mmol) with 1 mol % Pd(dba)2 and 0.8 mol % tri-t-butylphosphine in 2.0 mL of toluene. After 5.5 hours, the reaction mixture was adsorbed onto silica gel and chromatographed with 50% toluene/hexanes to give 242 mg (90%) of N-(4-cyanophenyl)diphenylamine as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06100398 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-82eeee303da2496883736bd9e9f91175 |
| Source note | uspto-grants-2000_08 |