HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzamide → 4'-Nitrobenzanilide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzamide | HCID 2331 | — |
| Reactant | Nitrobenzene | HCID 7416 | — |
| Reactant | Tetramethylammonium hydroxide dihydrate | HCID 22116808 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 4'-Nitrobenzanilide | HCID 76930 | 25% |
Reaction Steps
A solution of tetramethylammonium hydroxide dihydrate (TMA(H)·2H2O) (1.8 g, 14.0 mmole), benzamide (1.2 g., 9.9 mmole) and 10 ml of xylene was stirred under nitrogen at 70° C. The water and xylene was removed by vacuum distillation at 740 mmHg/70° C. Nitrobenzene (1.2 g., 9.7 mmole) was added dropwise and the solution was stirred for 4 hours under nitrogen after which time an aliquot was removed for HPLC analysis. 4'-Nitrobenzanilide was produced in 25% yield based on benzamide. Azoxybenzene was generated in 8% yield in this reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05233010 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-d1dfb1fb4990412d9e4c91f1e939bbfd |
| Source note | uspto-grants-1993_08 |