HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | 3-Nitrobenzaldehyde | HCID 7449 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ammonia | HCID 222 | — |
| Product | Methane | HCID 297 | — |
| Product | 1-(m-Nitro-phenyl)-2-nitro-propane | HCID 14929126 | — |
| Product | 3-(2-Aminopropyl)aniline | HCID 20442370 | — |
Reaction Steps
1-(m-Nitro-phenyl)-2-nitro-propane (m.p. 56°-58° C.) was prepared by refluxing m-nitro-benzaldehyde and nitroethane in toluene in the presence of benzoic acid and piperidine for 5 hours. The product was then hydrogenated, first in the presence of palladized charcoal in pyridine at 5 atmospheres and room temperature and then in the presence of Raney nickel and ammonia in methanol at 5 atmospheres and 40° C., to form 1-(m-amino-phenyl)-2-amino-propane (b.p. 120°-141° C. at 0.1 mm Hg; m.p. 78°-79° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04015011 |
| Source dataset | uspto-grants-1977_03 |
| ORD ID | ord-ce8b1cef656145d6acc4930174b530b3 |
| Source note | uspto-grants-1977_03 |