HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 6(5h)-Phenanthridinone, 2-amino-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Nitro-6(5H)-phenanthridinone | HCID 157180 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6(5h)-Phenanthridinone, 2-amino- | HCID 270668 | — |
Reaction Steps
A suspension of 2-nitro-6(5H)-phenanthridinone in DMF was reduced by iron and ammonium chloride to produce 2-amino-6(5H)-phenanthridinone. Chloroacylation of 2-amino-6(5H)-phenanthridinone with chloroacetyl chloride in pyridine/DMF yielded N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-chloroacetamide, which then was treated with dimethyl amine in methanol or with N,N-dimethylformamide to furnish the N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-N,N-dimethylacetamide. This latter compound was then treated with HCl in ether in presence of methanol to give PJ34 as a water-soluble HCl salt. Product identity and purity were assessed using 1HNMR, MS, TLC and HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476048B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-cca978dfd02c4c56a769b39e5c814d68 |
| Source note | uspto-grants-2002_11 |