HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 1-[4-(6-Chloro-3-nitropyridin-2-yl)piperazin-1-yl]ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2,6-Dichloropyridine | HCID 16989 | — |
| Reactant | 1-Acetylpiperazine | HCID 83795 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-[4-(6-Chloro-3-nitropyridin-2-yl)piperazin-1-yl]ethan-1-one | HCID 13290756 | — |
Reaction Steps
2,6-Dichloropyridine is nitrated with fuming nitric acid and concentrated sulfuric acid. The product, 2,6-dichloro-3-nitropyridine, is allowed to react with N-acetyl-piperazine in chloroform to give 2-(4-acetyl-1-piperazinyl)-6-chloro-3-nitropyridine (m.p. 137°-138° C.). The compound obtained is treated with aqueous ammoniaethanol in an autoclave to give 2-(4-acetyl-1-piperazinyl)-6-amino-3-nitropyridine (m.p. 202°-203° C.), which is then acetylated with acetic anhydride in acetic acid to give 6-acetylamino-2-(4-acetyl-1-piperazinyl)-3-nitropyridine (m.p. 189°-193° C., 221°-223° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04496566 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-c9b3a2e9864245f9975bd1b405c59904 |
| Source note | uspto-grants-1985_01 |