HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formanilide → Aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formanilide | HCID 7671 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Aniline | HCID 6115 | 84.1% |
| Product | Formanilide | HCID 7671 | — |
Reaction Steps
The procedure of Example I is repeated except that 12.65 g (125 mmoles) of triethylamine is substituted for the pyridine and a mixture of 4.12 g (25 mmoles) of anhydrous copper(II) sulfate and 0.55 g (2.8 mmoles) of anhydrous copper(I) iodide is substituted for the copper(II) chloride. A strong exotherm and a rapid pressure drop of about 1125 psi over the course of a 180 minute residence period is observed. GLC and ALC analyses indicate that 12.56 g (103.7 mmoles) formanilide is formed. Based on aniline as the limiting reagent, a selectivity of 49.3 mole % formanilide at 84.1% aniline conversion is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04222959 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-913421370b914c17ad3002f161a8244b |
| Source note | uspto-grants-1980_09 |