HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3,5-Diamino-4-chlorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Chloro-3,5-dinitrobenzonitrile | HCID 16008 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Toluene water | HCID 22272177 | — |
| Product | 3,5-Diamino-4-chlorobenzonitrile | HCID 12402995 | 80% |
Reaction Steps
By reaction with ammonia at about 0° C. to about 20° C., 4-chloro-3,5-dinitrobenzoic acid amide is obtained which is converted into 4-chloro-3,5-dinitrobenzonitrile by reaction with phosphorus oxychloride in boiling toluene. By reduction in boiling toluene/water with iron, 4-chloro-3,5-diaminobenzonitrile (melting point about 172° C.) is obtained in about 80% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04152510 |
| Source dataset | uspto-grants-1979_05 |
| ORD ID | ord-cec76e1ecaf146878ef768680f26cebf |
| Source note | uspto-grants-1979_05 |